Best Vacation Rentals in Gulfport

Top Vacation Rentals in Gulfport

Plan your perfect getaway with our selection of vacation rentals in Gulfport. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Gulfport
Sea Breeze Manor Inn
Bed & Breakfast
5701 Shore Boulevard South, St. Petersburg, FL, FL 33707

Sea Breeze Manor Inn provides beachfront accommodations in St. Petersburg. This bed and breakfast features free private parking and private check-in and check-out. Free Wifi is available throughout the property, as well as a terrace and a restaurant. The property also offers accommodation for disabled guests. At the bed and breakfast, every unit is equipped with a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. A balcony with an outdoor dining area and sea views is offered in some units. Additional in-room amenities include wine or champagne. There is an on-site coffee shop, and during warmer months you can make use of the barbecue facilities. Guests at the bed and breakfast can enjoy cycling nearby, or make the most of the garden. Gulfport Beach is a 2-minute walk from Sea Breeze Manor Inn, while Tropicana Field is 6.3 miles from the property. St. Pete-Clearwater International Airport is 16 miles away.

Guest Reviews:

- "Was my first solo trip. Was made to feel very comfortable." - "Marie and Michael- the inn keepers were so accommodating. Whenever I reached out with a question" - "We had a great time and plan to return." - "My husband and I absolutely love our stay and the convenience of the restaurant downstairs." - "Gulfport's best hotel" - "Best Seacret in Gulfport!" - "Great Value and Location" - "Pretty place in a very convenient location"

Vacation Rentals in Gulfport
Peninsula Bed & Cocktails
Hotel
2937 Beach Boulevard, Gulfport, FL, 33707, USA

Inn in Gulfport with free parking
This smoke-free inn features a bar/lounge, coffee/tea in a common area, and concierge services. Free WiFi in public areas and free self parking are also provided. Additionally, express check-out, tour/ticket assistance, and wedding services are onsite.
Peninsula Bed & Cocktails offers 16 air-conditioned accommodations with minibars and complimentary bottled water. Beds feature premium bedding. 40-inch flat-screen televisions come with cable channels.

Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered daily and irons/ironing boards can be requested.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "It was great" - "Great location. Walk everywhere in Gulfport. Our room was spacious and clean, we were in the Margarita room. No front desk… but management, was easy to reach and we had no issues. Kayla was wonderful. Cute on site bar, bar fridge in room and free coffee available. We will definitely stay here again." - "Hard to find words to describe our stay. We eloped in Treasure Island and were so lucky to call the charming inn our home for weekend. The manager shared our excitement, they offered us anything we could possibly need. Seriously. We had so many odd requests and the response was always, “absolutely, what else?” As for accommodations: we stayed in espresso room. Everything was stunning!! Right across the hall from the breakfast room. In room fridge and microwave in breakfast room. Bed was so comfy, shower was hot with great pressure. This room did hear the traffic of people passing at night and in the morning. Also close to street so passing cars mag shine light, the room had blackening curtains! They provided us a steamer for my dress. Coffee available all day. So many cute spots around the property to relax and unwind. In room drinks were reasonably priced: bottle of wine was $30, beers were $7. Other options available and the soon to open restaurant will offer even more I am sure! We ended up using the inn for pictures and the results are wow! I will add them here if i can. Kayla and Jessica were amazing hosts!! We will be back many times over and highly recommend a stay here! Super walkable to many gulfport hotspots - pias is two doors down. Oh lord, if you havent been RUN THERE NOW! We could not have dreamt a better newlywed experience and have nothing but good things to say about the Peninsula Bed and Cocktail. "

Vacation Rentals in Gulfport
Lovely vacation home 1 block from beach & downtown Gulfport
Apartment
3101 56th Street South Apt 3, Second Floor, St. Petersburg, FL, FL 33707, USA

Lovely vacation home 1 block from beach & downtown Gulfport is located in St. Petersburg, just 6.1 miles from Tropicana Field and 6.4 miles from The Dali' Museum. The air-conditioned accommodation is a 2-minute walk from Gulfport Beach, and guests can benefit from on-site private parking and complimentary Wifi. John's Pass Village and Boardwalk is 7.1 miles from the apartment and The Pier is 7.2 miles away. Featuring a balcony with sea views, this apartment also comes with a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a shower and a hair dryer. The accommodation is non-smoking. John's Pass is 6.9 miles from the apartment, while Chihuly Collection is 7.1 miles from the property. St. Pete-Clearwater International Airport is 15 miles away.

Guest Reviews:

- "Juan has been very responsive and the property has everything and more. Very clean !" - "A great peaceful oasis" - "we wanted a easy walkable location and e we sure got it! Juan was a great host and we had a fantastic time!" - "Juan was an excellent host. Always available for any needs." - "Great location! Comfortable and clean in Gulfport" - "Excellent accommodations, very clean, perfect for families and great location!!!"

Vacation Rentals in Gulfport
Gulfport 5/5 Pool Free Wi-fi Parking House
House
1826 58th St S, Gulfport, FL, 33707

This gorgeous estate is prominently situated in Gulfport near every high-end amenity you desire and offers the finest caliber of living in Florida, moments from the finest shopping, dining, and leisure the city has to offer.

Garage Access is limited to access for the washer and dryer use only.

The impeccably outfitted 2,682 square foot home speaks spacious comforts as soon as you arrive. This tropical haven features 5 bedroom suites, 5 bathrooms, a living room, family room, bright and contemporary kitchen with custom cabinetry and top of the line stainless steel appliances. All complimented by natural elements and a vibrant palette with stunning wood floors and an open floor plan, allowing for a sophisticated and whimsical aesthetic.

The grounds are beautifully designed with tropical and mature landscaping affording great privacy. The backyard oasis if perfect for daytime and nighttime hosting with outdoor terraces, a gorgeous gleaming pool, well-maintained garden, BBQ grill, and plenty of lounge space.

Your adventure begins here. This property is minutes away from the beach, golf course, fitness center, tennis courts, sailing, and so much more!

Signed Contract and Photo ID Required Before Check-In

Amenities:

Balcony/Terrace • Kitchen • Air Conditioner • Internet • Pool

Vacation Rentals in Gulfport
3 bedrooms 2 bathrooms Charming Gulfport home near the beach
House
800 51st Street South, St. Petersburg, FL, FL 33707, USA

A recently renovated vacation home, 3 bedrooms 2 bathrooms Charming Gulfport home near the beach offers accommodations in St. Petersburg. This property offers access to a patio, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Tropicana Field is 3.8 miles from 3 bedrooms 2 bathrooms Charming Gulfport home near the beach, while The Dali' Museum is 5.3 miles from the property. St. Pete-Clearwater International Airport is 11 miles away.

Amenities:

Guest Services • Air Conditioner • Security/Safety • Other • Child Friendly • Internet • Parking

Vacation Rentals in Gulfport
Mockingbird Bungalow min to beaches
House
Gulfport, Florida, USA

This memorable place is anything but ordinary. This is a 1 bedroom 1 bathroom private bungalow with all the amenities you need for the perfect vacation! This property is the perfect cozy beach getaway for 2 people. You`ll enjoy your cup of coffee on the enclosed private patio each morning while watching the native butterflies and birds. This tiny bungalow is less than 10 min. to St. Petersburg`s beaches and 10 min. to downtown St. Pete.

*Please read all additional information with listing*

*Please Read all Information*

This property is a newly renovated 350 sq. ft. 1 bed 1 bath bungalow. It features a full kitchen, laundry, and private patio. All amenities were considered and this tiny home has everything guests will need for a relaxing vacation. Access to the property is via the rear alley and there is one dedicated free parking spot for guests to utilize. The bungalow has its own private rear entry on a coded keypad lock.

The front home to this property is also a short term rental, but there are no shared spaces between the front house and this tiny bungalow (unless both properties are booked together). The front home accommodates up to 8 guests and has it`s own private pool.

The only shared amenities are the 5 large city trash bins located behind the tiny bungalow.

*Please Read all Information*

There is an exterior gate and the main front door which are both on a coded keypad.

There is one dedicated parking spot which fits a compact ir midsize vehicle. Any larger vehicles will have to utilize free street parking off the alley.

After booking you will be given further details on access, parking, and guest code entry.

I am always available through the booking application.

Gulfport is a small unique city within the St. Petersburg area. It captures the feel of old Florida and Key West. The property is less than a mile from the downtown Gulfport area which does have its own small beach, sand volley ball courts, pickle pall, several restaurants, bars, and local shops.

* All stays over 2 weeks will require a complimentary clean during their stay.

* Any stays a month and longer will require a bi-monthly complimentary clean during their stay.

* Maximum occupancy is 2 guests per stay. Any unapproved guests, guest will be charged an additional $75 per violation.

* While we understand guests may have people come by to visit, we do enforce the maximum occupancy of 2 people.
*No candles

*Do not open windows

*Any unapproved late check out will be charged $50 for every 30 min. past 10am check out time

*No loud noise/music between 10pm-8am (Home is monitored with Minut outdoor sound monitoring)

*primary guest must be 25 years or older

*A separate fee of $25 will be charged for early/late approved check out times

Guest Reviews:

- "A very modern and cozy bungalow with everything you really need. Great neighborhood with friendly neighbors, short drive to all the shops, restaurants and attractions. All in all we really enjoyed our stay and would definitely book again. " - "We loved our stay at the Tiny Mockingbird Bungalow! It’s the perfect size for two, and even with its small size has all the needed kitchen amenities. Bonus points for the washer/dryer! " - "When we first go there, the metal crab and ornaments on the gate greeted us warmly, we knew we were in the right place! The bangalow is truly adorable! Very small but just right for 2. It's beautifully done with fresh, clean furnishings and decor. The large washer/dryer was amazing! It was close to Gulfport and to the freeway and downtown St Pete. All in all we had a lovely stay and wish we could have stayed longer! Thank you Michelle, you were a great host, very reposnsive and helpful!"

Vacation Rentals in Gulfport
Stylish Gulfport House with Pool! Steps to Downtown Restaurants, Shops & Gulfport Beaches!
House
5414 29th Avenue South, St. Petersburg, FL, FL 33707, USA

Providing a garden, Stylish Gulfport House with Pool! Steps to Downtown Restaurants, Shops & Gulfport Beaches! offers accommodations in St. Petersburg. This property offers a private pool, free Wifi, and free private parking. The Dali' Museum is 6.2 miles from the vacation home and Chihuly Collection is 6.8 miles away. Offering a terrace and pool views, the spacious vacation home includes 3 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Gulfport Beach is a 6-minute walk from the vacation home, while Tropicana Field is 5.8 miles from the property. St. Pete-Clearwater International Airport is 15 miles away.

Amenities:

Smoking • Fireplace/Heating • Pool • Air Conditioner • Ocean View • Other • Security/Safety • Parking • Pet Friendly • Guest Services • View • Oceanfront

Vacation Rentals in Gulfport
Florida Gulf Coast Luxury Oasis
House
Gulfport, Florida, USA

This newly-renovated property features all new appliances and wood-effect porcelain tile floors throughout. Elegantly and expertly furnished, this house is as cozy and comfortable as it is luxurious, boasting all-cotton bedding and bath towels as well as a 55-inch flat screen smart TV with plenty of free streaming options. As for location, Gulfport is conveniently located between downtown St Pete and the Gulf of Mexico beaches. Cycling enthusiasts will appreciate its proximity to the Pinellas Trail while beachgoers will be delighted by the best beaches in the US nearby.
NOTES: 1) Pets are not allowed. 2) Children under 12 are not allowed. 3) Operating a commercial enterprise from the property is not permitted. 4) For guest safety, there are external cameras monitoring the entrances to the property.

GROUND RULES: We ask every guest to remember two simple things about what makes a great guest: 1) Follow the house rules 2) Treat your Host’s home like your own

Guest Reviews:

- "Property was very clean, comfortable, quiet neighborhood, lots of dishes, glasses, cutlery, pots and pans. Private back yard. Would consider renting this property again. Description of property in the listing is 100% correct." - "This property was the perfect place. The host was friendly and responsive. The house was clean and well cared for. It was in an awesome location between the beach and downtown. The neighborhood was peaceful and the neighbors were friendly. It was just what we needed. This charming home exceeded our expectation in every way."

Vacation Rentals in Gulfport
Gulfport Getaway
House
5429 Essex Ave S., St. Petersburg, FL, 33707, USA

Gulfport Getaway offers accommodations in St. Petersburg, a 1-minute walk from Gulfport Beach and 6.1 miles from Tropicana Field. This vacation home features free private parking, a 24-hour front desk, and free Wifi. Chihuly Collection is 7.1 miles away and The Pier is 7.2 miles from the vacation home. Featuring a balcony with sea views, this vacation home also comes with a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a a bath or shower. For added privacy, the accommodation features a private entrance. Sightseeing tours are available in the neighborhood. The Dali' Museum is 6.4 miles from the vacation home, while John's Pass is 7 miles from the property. St. Pete-Clearwater International Airport is 15 miles away.

Amenities:

Child Friendly • Internet • Fireplace/Heating • Guest Services • Sports/Activities • Breakfast • Security/Safety • Parking

Vacation Rentals in Gulfport
(Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!
House
Gulfport, Florida, USA

Come stay in Gulfport's only original Art Deco home. Enjoy 1938 art deco architecture with modern amenities. Located in Gulfport's historic waterfront art district, this home is owned and has been completely renovated by an award winning custom home builder. (sunny) Days of Our Lives pays homage to the owner's grandparents as well as the originality of the home's architecture.

Three blocks from Boca Ciega Bay Beach, two blocks from 16 restaurants and bars
and ten minutes from St. Pete. Beach, this duplex's central location makes it a
perfect location to enjoy sunny days and create lasting memories. The newly installed pool with sun shelf helps pass the long Florida days of summer. The entire property can also be rented for private party's and wedding receptions. 2 Units combined sleep 10.

Guest Reviews:

- "We just got back from a wonderful 12-day stay in Gulfport, and I have to say that the condo we stayed in was absolutely perfect. The property was spotless, and the owner was incredibly responsive to all of our needs. Plus, the location couldn't have been better - we were just a short walk away from a beautiful, laid-back beach and tons of amazing restaurants. We even had the chance to chat with some of the locals and really felt like we were part of the community. My kids had a blast riding their bikes around the quiet streets and spending time in the pool, and we all appreciated the wide variety of amenities that were available to us at the condo. I'm already looking forward to our next family trip to Gulfport, and there's no question that we'll be staying at this amazing condo again!"

Vacation Rentals in Gulfport
SunKissed in St Pete is a 3 BR Home with Heated Pool and great outdoor space Near the Beach
House
656 Gray St S, St. Petersburg, FL, 33707, USA

SunKissed in St Pete is a 3 BR Home with Heated Pool and great outdoor space Near the Beach is located in St. Petersburg, just 5.1 miles from Tropicana Field and 5.8 miles from John's Pass. Both free Wifi and parking on-site are accessible at the vacation home free of charge. John's Pass Village and Boardwalk is 5.9 miles from the vacation home and Chihuly Collection is 6.1 miles away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The accommodation is non-smoking. The Pier is 6.1 miles from SunKissed in St Pete is a 3 BR Home with Heated Pool and great outdoor space Near the Beach, while The Dali' Museum is 6.4 miles from the property. St. Pete-Clearwater International Airport is 11 miles away.

Amenities:

Barbecue/Outdoor Cooking • Parking • Internet • Child Friendly • Security/Safety

Vacation Rentals in Gulfport
Family and dog friendly beach cottage w/pool & grill in quaint seaside village
Cottage
Gulfport, Florida, USA

***Just a note*** We only accept well-behaved, non-aggressive breeds. There is an additional Pet Fee, which you will be prompted to add when you book. Sorry, no cats.

This is not your typical rental with hand-me-down everything. From the moment you walk in, you will feel at home in this cozy beach cottage. This lavishly redone home has a spacious master suite with jetted tub and stall shower, plus sliding doors to the heated pool. A privacy fence surrounds the pool with landscape lighting that makes you feel like you're at a 5 star resort. The master has a loveseat, two chairs, a coffee table, and a dressing table, plus a huge Tommy Bahama armoire. Relax in the large living room with wide-screen TV and electric fireplace (no mess, just ambience!), do some quiet reading in the cozy office, or hang out in the pool surround with your morning java & paper. The roomy second bedroom has its own private bath with tub shower. Both bedrooms have high end bed covers. Our small office has a desk, wi-fi, and a 3 in1 printer. There is also a very comfy loveseat, which can be converted into a twin-size bed by adding the third section. The kitchen has the latest appliances and is well equipped for those who like to cook. Don't care to cook? There is a plethora of fabulous restaurants just three short blocks from your door. The screened lanai has many lounging chairs, a table and a grill, plus lots of pool toys for kids & adults alike. Our front porch features a small seating area for two, plus a bistro table under the trees for al fresco dining. Our laundry room was refurbished in Jan. 2019 and is equipped with new washer & dryer, iron and board, and lots of cabinet & drawer space. A quiet, safe getaway perfect for a couple or family where you can walk or bike to everything you need.

Guest Reviews:

- "This was the nicest vacation rental I have booked with VRBO. Beautiful fenced in pool area with a tropical feel. House had everything we needed. Close to great restaurants and activities. Quiet neighborhood. Highly recommended." - "The moment we stepped through the front door, we felt at home. The house is gorgeous while still remaining comfortable, with amazing attention to detail. You can feel the love that went into this property, as it truly feels like a home. There is every amenity that you'd ever need and then some. The beds are so very comfortable and the extra little office space with the small sectional provided a perfect little area for our daughter to have her own little nook. We had such a wonderful time as a family in the private pool and outdoor area, eating alfresco and swimming night and day. A couple of days during our stay were too hot to go to the beach as even the ocean was too warm, so the pool provided much needed relief while helping us feel like we didn't lose out on any fun. The cottage is a perfectly cozy little paradise. We absolutely loved it. Our family really looks forward to staying again and again! We already miss it so!"

Vacation Rentals in Gulfport
Comfort Cove
House
5433 Essex Ave. S, St. Petersburg, FL, 33707, USA

Comfort Cove is located in St. Petersburg, just a few steps from Gulfport Beach and 6.1 miles from Tropicana Field. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Chihuly Collection is 7 miles away and The Pier is 7.2 miles from the vacation home. Offering a balcony with sea views, this vacation home also features a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath. For added privacy, the accommodation features a private entrance. Sightseeing tours are available in the vicinity. The Dali' Museum is 6.4 miles from Comfort Cove, while John's Pass is 7 miles from the property. St. Pete-Clearwater International Airport is 15 miles away.

Amenities:

Sports/Activities • Guest Services • Fireplace/Heating • Security/Safety • Internet • Parking • Child Friendly • Breakfast

Vacation Rentals in Gulfport
Gulfport Historic Waterfront Art District - Walk to Dining & Beach
House
Gulfport, Florida, USA

* This home is professionally cleaned with products approved by the EPA for use against COVID-19. *

Highlighted by a gorgeous backyard, a sleek kitchen, and classic furnishings throughout, a choice tropical getaway awaits at this stylish 2BR/2BA home. The backyard oasis boasts multiple seating areas, alfresco dining, a hammock, firepit, loungers, and a gas grill.
Stroll to a selection of quaint eateries, boutiques, entertainment options, the beach, and a marina. Drive mere minutes to spend leisurely days by the surf on Treasure Island or explore the culture and cuisine of downtown Saint Petersburg.

LIVING AREA
Unwind into vacation mode on the sofa and two armchairs in the beautifully appointed living area. In the evening, settle in to enjoy favorite shows on the smart TV.

KITCHEN & DINING
Home chefs will love the sleek kitchen, equipped with granite countertops, a double basin sink, and a full suite of stainless steel appliances.

While dinner simmers, perch at the four-person kitchen bar. When it’s time to eat, gather at the dining table for six.

BED & BATH
This Key West style home sleeps six guests between the two bedrooms, each featuring direct deck access

Find ultimate comfort in the master suite, complete with a stately king bed, TV, and an en-suite bathroom with a walk-in shower.

Sleep soundly in the spacious guest bedroom, featuring a plush queen bed, a queen-size sleeper sofa in the sitting area, and TV. The adjacent guest bathroom is configured with a tub/shower combination.

OUTDOOR AREA & AMENITIES
A private tropical haven awaits in the backyard.

Start the day with fresh coffee at the two bistro tables for two on the front porch.

Enjoy a quiet afternoon read in the hammock.

An outdoor shower is handy for rinsing off after sun-kissed beach days.

In the evening, sizzle steaks and veggies on the gas grill. Illuminate the string lights, then dine alfresco next to the gas firepit at the four-person outdoor table.

Enjoy social time on the cushioned sofa and armchairs at the outdoor lounge area.

EXTRA PERKS & MORE DETAILS
Extra perks include complimentary Wi-Fi and a washer/dryer. Beach chairs/toys/umbrellas are provided in the rental.

Designated parking is available for one car in the parking pad behind the house. Additional street parking may be available on a first-come, first-serve basis.

THE LOCATION
Stroll minutes to a selection of eateries, boutiques, entertainment options, and Gulfport Beach.

Drive 5 miles to the beautiful Gulf beaches for blissful days spent in the gorgeous sand and gentle surf.

Venture 6 miles into downtown Saint Petersburg for culture, cuisine, and a host of museums -- including the world-famous Dali Museum. Or catch a ball game at Tropicana Field.

WHAT TO EXPECT

Upon booking, you’ll receive timely communications about your trip. Access to your professionally cleaned and sanitized home is also convenient with custom keyless locks. And, if you need anything before, during or after your stay, our 24/7 team is ready to help!

Guest Reviews:

- "Great bungalow in the downtown area. Just steps away from great restaurants and the beach. We had family over and really enjoyed the back patio. They all said how cute the house was and how nicely it was decorated. Would definitely stay again." - "Property was as advertised and super close to restaurants, shops and beach. Lovely outdoor area as well." - "This Gulfport property is perfectly located, just a block from Beach Blvd's cafe's and restaurants, but serenely quiet. The house is well maintained and well-equipped; the furniture is good quality and very comfortable; and everything works. It was a perfect place to relax."

Vacation Rentals in Gulfport
Beach Quarters 3BR - #2, #3, #4
Apartment
3051 Beach Boulevard South, US, St. Petersburg, FL, 33707, USA

Beach Quarters 3BR - #2, #3, #4 offers accommodations in St. Petersburg, a 3-minute walk from Gulfport Beach and 6 miles from Tropicana Field. This apartment offers free private parking, a 24-hour front desk, and free Wifi. The Dali' Museum is 6.4 miles from the apartment and John's Pass is 6.9 miles away. The air-conditioned apartment consists of 3 bedrooms, 3 living rooms, a fully equipped kitchen with an oven and a coffee machine, and 3 bathrooms with a bath. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. Sightseeing tours are available in the surrounding area. Chihuly Collection is 7 miles from the apartment, while The Pier is 7.1 miles away. St. Pete-Clearwater International Airport is 15 miles from the property.

Amenities:

Guest Services • Security/Safety • Air Conditioner • Breakfast • Child Friendly • Pet Friendly • Sports/Activities • Internet • Parking • Fireplace/Heating

Vacation Rentals in Gulfport
Historic Waterfront District- Gulfport Florida, includes pool, grill and bikes!
Villa
Gulfport, Florida, USA

This 1938 art deco DUPLEX home was purchased in June of 2012 by Jimmy Brattain, owner of Design Works and has been under renovation every since. An award winning designer and builder, Mr. Brattain has brought his family's history to life in the quaint town of Gulfport, FL. The concept of the property was inspired by the memory of his grandmother and love of his grandfather who moved to Gulfport after WW11.

The property features a shared pool, private courtyard and parking for two vehicles, custom finishes, such as original murals, crown molding, pecky cypress ceiling, custom fabric backed banquette seating, floor to ceiling marble bathroom, custom lighting including LED recessed lights, ceiling fans, stainless steel appliances including microwave, quartz counter tops, porcelain faux wood flooring, DVD player, wireless Internet, flat screen TV's, washer/dryer, private courtyard, parking for 2 vehicles.
Come stay in a Ralph Lauren inspired space or for the more adventurous, a Hollywood Glam interior is more your style. The property can also be rented for private parties and weddings, both units sleep a total of 10; all 2 blocks from over 18 restaurants & bars and 3 blocks from Boca Ciega Bay and 10 minutes from beautiful St. Pete. Beach.

Guest Reviews:

- "We stayed at the unit for a little getaway. The interior was gorgeous, well stocked and very clean. We loved the location as we were able to walk to restaurants, shopping and the beach. My son did not want to leave. Thanks for a get time!!" - "This is a unique property with a modern vibe - amazing artwork/murals and a wonderful pool (shared with the duplex) in the back yard. Easy and thorough communication with the owner. We'll definitely be back!"

Vacation Rentals in Gulfport
Beach Quarters ALL
Apartment
3051 Beach Boulevard South, US, St. Petersburg, FL, 33707, USA

Beach Quarters ALL is located in St. Petersburg, just a 3-minute walk from Gulfport Beach and 6 miles from Tropicana Field. This apartment offers free private parking, a 24-hour front desk, and free Wifi. The Dali' Museum is 6.4 miles away and John's Pass is 6.9 miles from the apartment. The air-conditioned apartment consists of 5 bedrooms, 5 living rooms, a fully equipped kitchen with an oven and a coffee machine, and 6 bathrooms with a bath and free toiletries. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance. Sightseeing tours are available near the property. Chihuly Collection is 7 miles from the apartment, while The Pier is 7.1 miles from the property. St. Pete-Clearwater International Airport is 15 miles away.

Amenities:

Security/Safety • Guest Services • Fireplace/Heating • Pet Friendly • Internet • Parking • Breakfast • Child Friendly • Sports/Activities

Vacation Rentals in Gulfport
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
House
Gulfport, Florida, USA

The Wine Cellar in Gulfport Beach is a two-bedroom one-bathroom luxury home designed to immerse the guest in a Tuscany-style vacation on the beach. Conveniently located 1 block from the main street and 4 blocks from Gulfport Beach. Boasting over 1200 sf of home and indoor-outdoor living the Wine Cellar has a bar for 2, a living room for 6 with a 55" TV. There is an enclosed backyard with a privacy fence. The outdoor patio has a barbecue and a gas fire-pit umbrella and Adirondack chairs. The enclosed 450 SF patio has 4 fans, a dining table with wine barrel chairs, a living room set, a 55" TV, in wall fireplace and games like Life size Jenga and Connect 4.

Guests will experience a great night's sleep with a queen memory foam bed in the master bedroom and a hybrid memory foam coil bed in the guest bedroom. Beds are fitted with high thread count sheets wrapped in a luxurious down comforter, 4 medium density pillows, throw blankets as well as three plugs, two USB ports, and reading lights at each bedside. The Master Bedroom has a partial view of the water as well as blackout blinds.

The Wine Cellar can accommodate 6 adults. 2 adults per bedroom, and 2 Adults on the queen sleeper sofa.

All guests are required to register with Check-in Software when emailed to them after the reservation has been booked. At any time the owners can request government ID of the guest making the reservation in order to establish their Identity.

Guests will be sent a copy of the Guest Rental Agreement and will agree to it by not canceling the reservation.

The kitchen comes stocked with dishware and cups to spare, a 14-piece cooking set, baking pans, spices, coffee maker, sugar cream, coffee, blender, toaster, plenty of towels, and cooking utensils.

Washer, dryer, detergent provided

Sit back and relax in the spacious enclosed patio with an oscillating fan while you barbecue your meals on your own grill in your private dog-friendly enclosed backyard.

You will be provided with beach towels for use at the beach and can rent beach chairs & umbrellas upon request.

To ensure the security of our guests we have fitted the property with 10 motion sensor lights, 8 security cameras, and 4 microphones at the doorways of the property. All check in's will be reviewed via security cameras.

To ensure the comfort of our guests we have provided central air conditioning and ceiling fans in every room. The thermostat is locked between 70 and 80 degrees. please call your host for any thermostat special requests. The water is purified through a whole house filter, water softener and de-scaler.

The Wine Cellar is a two-bedroom one-bath with a full kitchen. You can enjoy the outdoors with the propane fire pit provided or sit back in the large enclosed patio enjoying the game room. Your dog will enjoy a private enclosed yard just for them. The Wine Cellar has a four-car driveway and plenty of street parking in a well-lit safe area. The driveway is big enough to fit an RV, Boat, or trailer but there are additional fees for such parking.

You can also rent another 2 bedrooms one bath Luxury unit called the "Beach House" next store if you need to book up to an additional 6 guests.

Gulfport Beach is a hidden treasure in south St Pete. We have our own beach on the inter-coastal with professional volleyball courts on white sand. You can just see the beach down the street if you look from the bedroom window or the front of the home. Wood Ibis Park has a scenic lake walk one block from the house. Our Main street is full of shops, restaurants, breweries, and bars. We are two blocks off the main street in a safe and quiet neighborhood.

You are in the heart of the Gulfport Community in WALKING distance to everything you will want to do for your vacation.

= Gulfport Fresh Market is held every Tuesday morning one block away on the Main Strip.

= Gulfport Art walk is held First Friday and Third Saturday every month.

= Two local Markets one block away

= Too many amazing owner-run breakfast, lunch, dinner restaurants, and bars to count.

= Coffee shops, Kava Shops, Vegan Deli’s

= Eclectic shops with local art and keepsakes

= Community services like the library, the senior center, recreation center, the playhouse, and the dog park.

= Basketball courts, volleyball courts, the pier, the beach.

= City of Gulfport Municipal Marina

= Gulfport Historical Museum

= The Gulfport Casino which is a Dance hall.

= Wood Ibis Park, Hoyt Park, Clymer Park, Clam Bayou Nature Park

= Twin Brooks Golf Courses.

= Gecko Art Show, Gecko Art Crawl, and Gecko Ball all held in August.

= "Beach Bums" Volleyball tournaments throughout the year.

= First Fridays are held in downtown St. Pete monthly where you can walk the city with open containers. Downtown is a 15-minute uber ride from Gulfport.

Plenty of private parking and street parking. You will walk to everything once you get here. We have two markets one block from the home. The Gulfport strip is one block away so you don't have to worry about walking too far to get to the fun.

Each reservation will be charged a one-time $50.00 Administrative Fee.

"Pet Fee" on all booking applications are referring to dogs. All other animals must be discussed with property management for approval. There will be up to a $700 pet fee for any other animal brought on the property other than dogs.

Local ordinances allow a limited number of 30-day minimum stays. Please call Jason's Vacation Rentals for further questions regarding your seasonal rental.

FRAUD ALERT! Jason’s Vacation Rental does not rent directly to first-time renters. We do not ask for checks, wire transfers, or credit cards over the phone. First-time renters must book through the major booking applications for their entire stay. Please notify Jason’s Vacation Rentals if this property is being solicited to you and requesting direct payment..

Guest Reviews:

- "Underrated location. Gulfport is very friendly and convenient spot. Many different places to eat and drink within walking distance. The Gulfport beach area is small but charming with an awesome park area to sit and relax. The unit was clean and had all the amenities you need highlighted by the classic sun room. We enjoyed our stay and would consider this location again." - "Enjoyed everything about our stay." - "The property was very clean and everything that we needed. When we had to get in touch with the owner they respond quickly. The location is perfect! Just a short walk to the amazing shops and the beach!"

Vacation Rentals in Gulfport
Pet-Friendly Gulfport Home Less Than 2 Mi to Beach
House
St Petersburg, FL, USA

Pet-Friendly Gulfport Home Less Than 2 Mi to Beach is located in St. Petersburg, just 5.2 miles from Tropicana Field and 5.5 miles from The Dali' Museum. The property is around 6.2 miles from Chihuly Collection, 6.3 miles from The Pier, and 6.6 miles from John's Pass. Free Wifi is available throughout the property and Gulfport Beach is 1.1 miles away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. John's Pass Village and Boardwalk is 6.8 miles from the vacation home, while Pier 60 is 19 miles away. St. Pete-Clearwater International Airport is 14 miles from the property.

Guest Reviews:

- "Our stay was outstanding the area was safe and walkable." - "Perfect Little Getaway From Home" - "The house is comfortable and nice."

Vacation Rentals in Gulfport
Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants
Apartment
Gulfport, Florida, USA

Escape to this charming Gulfport cottage just steps from the beach, restaurants, art walks, and live music. This cozy one-bedroom retreat offers a peaceful patio, a kitchen, and all the comforts of home. This Vacation cottage studio near St. Pete is ideal for couples, solo travelers, or remote workers looking to explore St. Pete and the laid-back Gulfport vibe. Walk to everything—no car needed! Quiet beachy studio cottage is located one block from the Gulfport Florida Library in the heart of the historic Art District near St. Petersburg. Lined with brick roads, surrounded by parks, and a short 5 block walk to the beach on Boca Ciega bay. Ample off street parking for up to two cars.

Why You’ll Love It:
- Walk to everything – beach, restaurants, live music, shops, and the Tuesday market

- Comfortable queen bed – with crisp linens

- Kitchen – equipped for cooking or heating leftovers from nearby eateries, toaster instead of an oven.

- Coffee station – with a Keurig, tea, and local mugs

- Private patio – bistro seating, and Florida vibes

- Remote-work ready – fast WiFi, smart TV, and quiet surroundings

- Washer/Dryer access – shared with main house for longer stays.

Location Perks
- 5-minute walk to Gulfport Beach, pier, restaurants & bars

- Steps from the Art Walk and indie shops

- 10 mins to downtown St. Petersburg & Tropicana Field

- 15 mins to St. Pete Beach and Treasure Island

- 25 mins to Tampa International Airport (TPA)

Sleeping Arrangements
-Bedroom: 1 queen bed with full dresser and closet

Living Area: Cozy seating with smart TV (Netflix, Hulu, etc.)

Additional Amenities
-Air conditioning & heat

-Ceiling fans

-Towels, linens, and starter toiletries provided

-Iron, hairdryer

Monthly & Mid-Term Stays
-Need a month or more in the sunshine? We happily welcome extended stays—perfect for snowbirds, travel nurses, or remote workers in Gulfport.

Our Guests Say...
-“This cottage is a hidden gem! We walked everywhere, enjoyed music on the beach, and loved the patio. Clean, quiet, and cozy—we’ll be back!”

Book Now & Unplug in Gulfport
-Enjoy small-town charm, salty air, and sunsets over the Gulf. This is your relaxing home base in one of Florida’s most walkable and artsy beach towns.

For more info go to: https://www.visitstpeteclearwater.com/communities/gulfport

The exact amount of guests MUST be disclosed at the time of reservation for insurance purposes. The studio apartment is suitable for up to 2 adult guests, but can accommodate a pack-n-play for an infant or a twin sized blow up mattress if needed.

If you are traveling with a service or emotional support animal note that given their role in providing service or emotional support, assistance animals should not be left alone at our home.

No cats allowed.

If you need the apartment for rental tonight, please contact us to see about its availability, and we will do our best to respond within minutes of your request. Thank you for checking out our vacation rental, enjoy your stay!

Guest Reviews:

- "Very good time." - "Can't say enough nice things about this place and the owners. Directions from Tampa airport were direct and easy to follow -- making the rental easy to find. Parking in the driveway was safe and accommodating. Exterior and interior just as described and pictured. Rental was immaculate and stocked with all needed essentials for a comfortable stay. Stayed there 4 nights - Tuesday night thru Friday night. Had some unexpected travel issues - owners were easy to contact, and I heard back from them quickly with options and understanding. Lots to see and do in Gulfport. A comfortable walk from the rental to the downtown area with many shops, restaurants/bars, and Gulfport beach. Also free parking downtown for those who prefer to drive. Totally enjoyed my stay and hope to vacation there in Gulfport again in the future."

Gulfport Vacation rentals with Parking

Gulfport Family Friendly Vacation rentals

Gulfport Pet Friendly Vacation rentals

Gulfport Vacation rentals with Entertainment

Gulfport Vacation rentals with Private Pool

Gulfport Vacation rentals with Spa

Gulfport Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Gulfport – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Sea Breeze Manor Inn 5701 Shore Boulevard South, St. Petersburg, FL, FL 33707 187 4.0 9.1 95 Click here
Peninsula Bed & Cocktails 2937 Beach Boulevard, Gulfport, FL, 33707, USA 142 3.0 9.6 226 Click here
Lovely vacation home 1 block from beach & downtown Gulfport 3101 56th Street South Apt 3, Second Floor, St. Petersburg, FL, FL 33707, USA 142 4.0 9.9 15 Click here
Gulfport 5/5 Pool Free Wi-fi Parking House 1826 58th St S, Gulfport, FL, 33707 906 3.0 1 Click here
3 bedrooms 2 bathrooms Charming Gulfport home near the beach 800 51st Street South, St. Petersburg, FL, FL 33707, USA 250 4.0 1 Click here
Mockingbird Bungalow min to beaches Gulfport, Florida, USA 193 2.0 10.0 11 Click here
Stylish Gulfport House with Pool! Steps to Downtown Restaurants, Shops & Gulfport Beaches! 5414 29th Avenue South, St. Petersburg, FL, FL 33707, USA 433 4.0 1 Click here
Florida Gulf Coast Luxury Oasis Gulfport, Florida, USA 118 2.0 10.0 4 Click here
Gulfport Getaway 5429 Essex Ave S., St. Petersburg, FL, 33707, USA 498 4.0 1 Click here
(Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes! Gulfport, Florida, USA 251 10.0 117 Click here
SunKissed in St Pete is a 3 BR Home with Heated Pool and great outdoor space Near the Beach 656 Gray St S, St. Petersburg, FL, 33707, USA 501 4.0 1 Click here
Family and dog friendly beach cottage w/pool & grill in quaint seaside village Gulfport, Florida, USA 270 10.0 114 Click here
Comfort Cove 5433 Essex Ave. S, St. Petersburg, FL, 33707, USA 522 4.0 1 Click here
Gulfport Historic Waterfront Art District - Walk to Dining & Beach Gulfport, Florida, USA 277 10.0 92 Click here
Beach Quarters 3BR - #2, #3, #4 3051 Beach Boulevard South, US, St. Petersburg, FL, 33707, USA 565 4.0 1 Click here
Historic Waterfront District- Gulfport Florida, includes pool, grill and bikes! Gulfport, Florida, USA 264 10.0 90 Click here
Beach Quarters ALL 3051 Beach Boulevard South, US, St. Petersburg, FL, 33707, USA 1206 4.0 1 Click here
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House Gulfport, Florida, USA 252 9.8 84 Click here
Pet-Friendly Gulfport Home Less Than 2 Mi to Beach St Petersburg, FL, USA 753 3.0 9.6 9 Click here
Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants Gulfport, Florida, USA 167 10.0 65 Click here

Note: The prices for each Vacation-Rentals in Gulfport do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Gulfport that include a pool include:

  • Peninsula Bed & Cocktails.- Review Count: 226, Rating: 9.6
  • Gulfport 5/5 Pool Free Wi-fi Parking House.- Review Count: 0, Rating: 0.0
  • Stylish Gulfport House with Pool! Steps to Downtown Restaurants, Shops & Gulfport Beaches!.- Review Count: 0, Rating: 0.0

These vacation rentals in Gulfport provide spa or wellness access:

  • Lovely St Pete Beach Cottage, Walk to Beach and Town.- Review Count: 2, Rating: 10.0

Family-friendly vacation rentals in Gulfport include:

  • Sea Breeze Manor Inn.- Review Count: 95, Rating: 9.1
  • Peninsula Bed & Cocktails.- Review Count: 226, Rating: 9.6
  • Lovely vacation home 1 block from beach & downtown Gulfport.- Review Count: 15, Rating: 9.9

Pet-friendly vacation rentals in Gulfport include:

  • Sea Breeze Manor Inn.- Review Count: 95, Rating: 9.1
  • Stylish Gulfport House with Pool! Steps to Downtown Restaurants, Shops & Gulfport Beaches!.- Review Count: 0, Rating: 0.0
  • (Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!.- Review Count: 117, Rating: 10.0

Vacation rentals in Gulfport that include breakfast options include:

  • Gulfport Getaway.- Review Count: 0, Rating: 0.0
  • Comfort Cove.- Review Count: 0, Rating: 0.0
  • Beach Quarters 3BR - #2, #3, #4.- Review Count: 0, Rating: 0.0

Vacation rentals in Gulfport with private or on-site parking include:

  • Sea Breeze Manor Inn.- Review Count: 95, Rating: 9.1
  • Peninsula Bed & Cocktails.- Review Count: 226, Rating: 9.6
  • Lovely vacation home 1 block from beach & downtown Gulfport.- Review Count: 15, Rating: 9.9

Some of the best Vacation Rentals in Gulfport are:

  • Sea Breeze Manor Inn.- Review Count: 95, Rating: 9.1
  • Lovely vacation home 1 block from beach & downtown Gulfport.- Review Count: 15, Rating: 9.9
  • 3 bedrooms 2 bathrooms Charming Gulfport home near the beach.- Review Count: 0, Rating: 0.0

Some of the popular Vacation Rentals in Gulfport are:

  • Peninsula Bed & Cocktails.- Review Count: 226, Rating: 9.6
  • (Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!.- Review Count: 117, Rating: 10.0
  • Family and dog friendly beach cottage w/pool & grill in quaint seaside village.- Review Count: 114, Rating: 10.0