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From $301 per night (USD)
VRBO
Family and dog friendly beach cottage w/pool & grill in quaint seaside village
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
***Just a note*** We only accept well-behaved, non-aggressive breeds. There is an additional Pet Fee, which you will be ...
From $301 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Gorgeous 2 story Gulfport original Sears home
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This house is truly special, it has been completely renovated with a gorgeous upstairs master suite with a queen sized b ...
From $226 per night (USD)
Expedia
From $860 per night (USD)
VRBO
Casa Dolphina: Private Tropical Waterfront Paradise with Sunsets & Beach Views.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
6 Bed/ 3.5 Baths, sleeps 12. No Weddings/ Big loud Parties. Welcome to Casa Dolphina, a luxurious 6-bedroom, 3.5-bathro ...
From $860 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Jason's Beach House, Steps from Gulfport Beach, FL
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Beach House is a luxury home designed to immerse the guest in a Key West-style vacation. Conveniently located 1 bloc ...
From $225 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Beach Oasis w/Heated Pool only 1.5 miles to the top rated Beach in the US!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Best location! This 3bedroom/2 bath POOL home is great for everyone! We even have gated boat /RV parking. Also, there's ...
From $346 per night (USD)
VRBO
From $575 per night (USD)
Expedia
84’YACHT, DEEP SPRING DISCOUNTS,KING BEDS,MASSAGES,CHEF,KAYAKS,SUP
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
The Lady Pearl elegantly welcomes you home to this four bedroom, two and a half bath floating luxury residence docked in ...
From $575 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Stylish & Eclectic Modern 2/1 Apt – WeAreAuthentic
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our apartment 'Authentic' is a combination of pleasing colors and a delicate attention to detail in every corner that wi ...
From $194 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Stylish & Eclectic Modern 2/1 Apt - WeAreJoyful
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our apartment 'Joyful' is a combination of pleasing colors and a delicate attention to detail in every corner that will ...
From $197 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Gulfport 1BR-Semi-Private Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: This rustic waterview 1BR space features a semi-private beach on Boca Ciega Bay (shared with guests in adjacent ...
From $139 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Island Escape at La Puerta 4-231 St Pete 2nd Floor Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Peaceful Golf Course Views in Isla Del Sol - Relaxing 2nd Floor Condo Escape to the tranquil Isla Del Sol community wit ...
From $137 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Great location: Restaurants, Shops, Kayak launch, Pinellas Bike trail, and Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our space is bright and cheerful. We are in the heart of a very eclectic and cool neighborhood that is walking distance ...
From $277 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Dolphin House Charmer Yard Near Waterfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cheerful coastal vibe, two living areas and bedrooms and bathrooms split with 2/1 in the front and 1/1 in the back. Larg ...
From $320 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Waterfront Marina District House + In-law Suite
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind and escape at the NEWLY RENOVATED, DESIGNED AND DECORATED. Everything is new. HUGE DECK and a FRONT PORCH. P ...
From $386 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Gorgeous home 10 minutes to Madeira Beach with jacuzzi.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our BEAUTIFUL intercoastal house in Pasadena area manages by BTBR a AriStay company. Located on a cul-de-sac ...
From $331 per night (USD)
Expedia
Click For Pricing
VRBO
Gulfport Art's District Home, 3 blocks from downtown Gulfport
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Completely renovated home located 3 blocks from the historic downtown of waterfront Gulfport. Convenient to many attrac ...
Click For Pricing
VRBO
From $217 per night (USD)
Expedia
Centrally Located Cozy 2 Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A unique space centrally located from downtown and St. Petersburg beaches. This 2 bedroom apartment has everything you w ...
From $217 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Amazing Location! Five Minutes from the Beach! Family-Sized Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The unit is in a perfect location in South Pasadena. Only 5 minutes from St. Pete Beach and Treasure Island Beach. South ...
From $179 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Island Paradise with Water Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Vacation paradise! Enjoy your time in the Florida sunshine in a spacious 1 bedroom/1.5 bath condo over looking Boca Cie ...
From $129 per night (USD)
Expedia
Click For Pricing
VRBO
Great home, better location
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Groovy 2 story home with private balcony overlooking pool/spa. Upstairs master suite with extra large bath/ dressing roo ...
Click For Pricing
VRBO
From $72 per night (USD)
VRBO
Updated 2nd floor 2/2 Condo just 5 minutes to top-ranked St Pete Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Large 2 bedroom 2 full bath condo with over 1,100 square feet of living space plus a screened-in lanai overlooking the m ...
From $72 per night (USD)
VRBO
From $121 per night (USD)
VRBO
Waterfront, Private Beach, Dolphins. Flex dates.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Maximum occupancy of 2 adults. One of the nicest villas available for rent in Bermuda Bay Beach and Tennis Resort! A d ...
From $121 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Historic Waterfront District- Gulfport Florida, includes pool, grill and bikes!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 1938 art deco DUPLEX home was purchased in June of 2012 by Jimmy Brattain, owner of Design Works and has been under ...
From $264 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Stunning Brand New Modern Coastal Home in the heart of Gulfport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coastal luxury meets Gulfport charm in this stunning new construction elevated home - completed in November of 2021. Loc ...
From $376 per night (USD)
VRBO
From $276 per night (USD)
VRBO
(Sunny) Days of Our Lives | Includes Pool, BBQ and Bikes!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come stay in Gulfport's only original Art Deco home. Enjoy 1938 art deco architecture with modern amenities. Located in ...
From $276 per night (USD)
VRBO
From $220 per night (USD)
VRBO
Waterfront paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Resort style living in this beautiful waterfront condo. Surrounded by Boca Ciega Bay spectacular view. Four community ...
From $220 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Gulfport's Marina District! Quiet, Clean, Comfortable, and Walkable to Downtown!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Our Sanctuary. We were so Lucky to find this home in One of the best towns we have ever lived, we want you to ...
From $154 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Peaceful Waterfront Cottage, Steps to Gulfport! Old Oaks Tall Pines Lush Yard.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located directly on Boca Ciega Bay leading to the Gulf of Mexico, this beautiful bungalow went through a full year of re ...
From $399 per night (USD)
VRBO
From $168 per night (USD)
VRBO
2-bedroom/2-bath condo 9 min to Downtown St, Petersburg & 5 min to Gulport
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
In St. Petersburg's downtown area, this lovely two-bedroom condominium offers a lively beachside living experience. Nest ...
From $168 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Centrally-located, coastal tiny home w/ access to downtown and the best beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You will be close to everything that St. Pete has to offer when you book this 2 bedroom 1000 square ft house! Our beauti ...
From $129 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Harbor Mist - Fresh & Friendly in Marina District Private Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is t ...
From $236 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Tyn & Marty's Old-Fashioned Beach Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Clean, classic, uncluttered and one of the best locations in Gulfport! Retro original kitchen that has been tastefully u ...
From $264 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Waterfront First Floor 2 bedroom/2 bath Condo- Guaranteed to see Dolphins!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up in the morning to views of dolphins and tropical birds. This first floor, 2 bedroom condo, is 50 feet from the ...
From $128 per night (USD)
VRBO
From $78 per night (USD)
VRBO
Beautiful Beachfront Condo - Available June 1 to Nov 30 2025
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
or call/text/email David at 727-510-2337 djsmith@gmx.com to start a conversation!! We are excellent hosts who take good ...
From $78 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Stunning 1 Bed Ocean/Beachfront Condo with GREAT Reviews.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
14 day minimum stay. Hello and welcome to the amazing Bermuda Bay Beach & Racquet Club resort! We hope you enjoy your s ...
From $163 per night (USD)
VRBO
From $131 per night (USD)
VRBO
2BR 2BA Upstairs Unit on Private Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You will love this beautiful, fully-equipped NEWLY REFRESHED beach vacation condo at Bermuda Bay Beach and Racquet Club. ...
From $131 per night (USD)
VRBO
From $164 per night (USD)
VRBO
GECKO COVE ART DISTRICT - PET FRIENDLY
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 Bedroom 1 Bathroom pet-friendly apartment which is the lower right side of the home located across from Clymer park an ...
From $164 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Gulfport Beach Vacation Rental, 2 Bedroom WINE CELLAR THEMED, 5 Star Beach House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Wine Cellar in Gulfport Beach is a two-bedroom one-bathroom luxury home designed to immerse the guest in a Tuscany-s ...
From $224 per night (USD)
VRBO
$A perfect place to call home when visiting St. Petersburg! \nMinimum 5 Night Stay$
From $148 per night (USD)
VRBO
A perfect place to call home when visiting St. Petersburg! \nMinimum 5 Night Stay
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Sunshine City has many things to offer and we hope you enjoy your time spent in our home. Whether it be for a week o ...
From $148 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Cozy Bungalow pool home 10 min to beautiful Gulf Coast Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Please Read All Info.* Welcome to the Starfruit Home! This one of a kind Gulfport home is the perfect place to relax a ...
From $496 per night (USD)
VRBO
From $85 per night (USD)
VRBO
BERMUDA BAY BEACH CLUB, SAINT PETERSBURG,FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...
From $85 per night (USD)
VRBO
From $81 per night (USD)
VRBO
BERMUDA BAY BEACH CLUB, SAINT PETERSBURG, FLORIDA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bermuda Bay Beach and Racquet Club is a beautiful private condominium complex on a Private Beach! Vacation Condominiums ...
From $81 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Private Beach Condo in St Pete at Bermuda Bay Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Private Paradise Awaits at Bermuda Bay Beach & Racquet Club! Escape to the hidden gem of St. Petersburg! Our beau ...
From $131 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Centrally located to dwtn ST. Pete & beach, 3/2 🏡
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to this beautiful 3 bedroom 2 bath single family house, fully remodeled and furnished with a modern/contemporary ...
From $515 per night (USD)
VRBO
From $93 per night (USD)
VRBO
Big Discount on great location!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our vacation rental is a 1 bedroom, second floor unit located in Bermuda Bay Beach and Racquet Club. Perfect for active ...
From $93 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Adorable Private Cottage, Pet friendly, near beach & downtown. NO cleaning fee.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Cottage is a beautiful, comfortable, clean, peaceful home where you will feel just at home, in the hearth of St Pete ...
From $163 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Perfect Cottage In Art District of Gulfport
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful cottage was completely renovated with comfort and relaxation in mind. It is located in the Art District i ...
From $151 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Lovely 2 br 3 bath Isla Del Sol -Sleeps 6 lots of Amenities near St. Pete Beach!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Stunning 1650 sq ft, 2 story, 2 b/r, 3 full bathroom townhome - sleeps 6 - with carport on the 10th hole of Isla Del Sol ...
From $156 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Delightful Apt Close to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This delightful 2nd-floor apartment is located on a quiet residential street and is only 7 miles from the beach! Shoppin ...
From $175 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Fantastic Remodeled 1BR Close to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This fun, first-floor apartment is located on a quiet residential street and is only 7 miles from the beach! Shopping an ...
From $131 per night (USD)
VRBO
From $312 per night (USD)
Expedia
**Home away from home**
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Why book 3 or 4 hotel rooms when you can book this beautiful and completely remodeled 4-bedroom, 2.5 bath 1788 sq. ft. h ...
From $312 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Pool home in Gulfport area
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
2 BR 1 BA pool home minutes from downtown St. Pete and Gulfport. Fully furnished with chefs kitchen, stainless steel app ...
From $135 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Bindy’s Bungalow Your Secret Oasis
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
**Discounts for stays 28 days or longer…Located only 2 blocks away from: the beach, downtown Gulfport, dog park, marina, ...
From $138 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Location!-Minutes to Beach, Tropicana field & Downtown St Pete
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fabulous location! 7 min to beach (2nd Best US beach-TripAdvisor), 10 mins to the Rays Trop stadium, 13 mins to downtown ...
From $384 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Snowbird-friendly home with tiki bar, fast WiFi, and private W/D
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walking On Sunshine Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $169 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Flamingo House Tropical Oasis Near St Pete Beach Grill Bike Trail Tennis courts
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Artful Oasis Near St. Pete Beach | 3BR/2BA Private Home with Outdoor Living 30-days minimum rental. Welcome to your pe ...
From $156 per night (USD)
VRBO
From $161 per night (USD)
VRBO
GECKO COTTAGE ART DISTRICT - PET FRIENDLY
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Lovely 1 Bedroom 1 Bath pet-friendly home located across from Clymer park and adjacent to Senior Center and Gulfport L ...
From $161 per night (USD)
VRBO
Click For Pricing
VRBO
In the heart of Gulfport!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 bedroom 2 bath with an amazing location in the heart of Gulfport's Waterfront District! The unit is located on the gro ...
Click For Pricing
VRBO
From $126 per night (USD)
VRBO
Cute 1 BR apt 1/2 block to Beach Blvd and 3 Blocks to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Recently renovated and updated electrical and plumbing.Small friendly accepting community. Coffee shop across the street ...
From $126 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Adorable Compound for 10 - including main house and 2 private studios
Bedrooms:
3
Bathrooms:
2
Sleeps:
12
Minutes from the beach and downtown, this home is centrally located in a quiet brick paved street residential neighborho ...
From $454 per night (USD)
VRBO
$\Seas the Day\ with your Private Beach$
From $153 per night (USD)
VRBO
\"Seas the Day\" with your Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This waterfront gated condominium community offers a private beach, hot tub, heated pool, tennis and racquet ball courts ...
From $153 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Gulfport Arts District Cottage With Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
The cottage is located in the Arts District on a quiet street, walking distance to the waterfront and all of it's quaint ...
From $290 per night (USD)
VRBO
From $613 per night (USD)
Expedia
Entire, Beautiful Home In Gulfport/St Pete. 4 King Bedrooms with 3 Bathrooms
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beautiful Gem right on the edge of St. Pete beach and Gulfport. This 4 bedroom, 3bathroom home has been updated from top ...
From $613 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Come relax at our Bay Side Dream!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Discover the dream of Gulfport by the bay. A welcoming home located in the heart of Gulfport's charming and diverse Art ...
From $164 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Luxury Bungalow in Gulfport - Close to the Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly constructed in 2014, this beautifully appointed bungalow will delight you the moment you arrive!! This home is dec ...
From $328 per night (USD)
Expedia
Click For Pricing
VRBO
Paradise Bungalow Love; a Gulfport private oasis in the Marina district
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The PERFECT vacation suite. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Pe ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Seasonal Renters
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
10 min from Downtown and the beach community pool very friendly close to supermarkets and shopping malls furnished with ...
Click For Pricing
Expedia
From $210 per night (USD)
VRBO
Gulfport Art District! One block from the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Planning a trip to Gulfport Florida? This place is located in the heart of the Gulfport Arts District! You can walk out ...
From $210 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Ultimate Beach House | Waterfront + Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
- Tastefully Renovated Waterfront home with immaculate waterfront heated* pool - 30 Day Minimum Stay - Newly remodeled - ...
From $601 per night (USD)
Expedia
From $128 per night (USD)
VRBO
Charming Private 2-Bdrm Suite w Tropical Flair/Kitchen/Laundry/Sunroom/Bus Stop
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Escape to your own serene hideaway in this spacious 900 sq ft 2-bedroom, 1-bath suite, tucked away in a quiet residenti ...
From $128 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Charming Bungalow | Private Pool & Yard
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Blue Hen Bungalow! Blue Hen Bungalow is a charming, private vacation rental cottage located in vibrant Downt ...
From $227 per night (USD)
Expedia
From $800 per night (USD)
VRBO
5BR family home w/ Heated Pool ! Enjoy St Pete & the BEACH
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Our 2,800 sqft oasis is incredibly spacious and features a ton of amenities so it's VERY comfortable for groups. We hav ...
From $800 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Poe's Place: In the Heart of Gulfport Art District!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Poe's Place is a unique 1-apartment inspired by the famous poet Edgar Allen Poe. The property is located in Gulfport, a ...
From $163 per night (USD)
Expedia
Click For Pricing
VRBO
Primo Waterfront District Location! Solar Beach Bungalow w/Butterfly Garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The front half of our house is available short or long term. Our friend Donna is managing it for us, living in the com ...
Click For Pricing
VRBO
From $93 per night (USD)
VRBO
Serenity on the bay at Bermuda Bay Condominium
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Updated two bedroom, two bath condo on the first floor in gated community. All bedrooms have king size beds and televi ...
From $93 per night (USD)
VRBO
From $130 per night (USD)
VRBO
Star Cottage at Stetson is a cozy and quaint cottage in Gulfport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our place is cozy, private and convenient to all Gulfport and St. Petersburg has to offer. This one bedroom private cott ...
From $130 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Private Beach Condo | Mins to Beach, Pool, Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your tropical paradise in the heart of sunny St. Petersburg —a stunning 3-bedroom, 2-bath condo located on th ...
From $200 per night (USD)
Expedia
From $178 per night (USD)
VRBO
La Puerta 'Bright and Sunny' Golf Course Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled among the 18-hole championship golf course managed by The Isla del Sol Yacht and Country Club, this delightful, ...
From $178 per night (USD)
VRBO
From $91 per night (USD)
Expedia
The Oasis of St Petersburg
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Private Studio Apartment in the heart of St Petersburg FL. Only 10 minutes to sunny white sand beaches or our bustling d ...
From $91 per night (USD)
Expedia
From $143 per night (USD)
VRBO
Cute Cottage In The Heart of Gulfport!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our Green Gumdrop Cottage. Relax after a day at the beach or exploring the artsy and eclectic little piece of ...
From $143 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Gulfport 1BR 2 Bath, Steps to Downtown and Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Location, location, location! This corner house is just seconds from Gulfport's Beach Blvd. with its quaint yet funky vi ...
From $215 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this charming Gulfport cottage just steps from the beach, restaurants, art walks, and live music. This cozy o ...
From $160 per night (USD)
VRBO
From $323 per night (USD)
VRBO
2 bedroom modern beachy home with outdoor shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy a stylish beach house experience at this centrally-located home. Across the street from the pinellas trail perfect ...
From $323 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Peaceful Gulfport 3BR/2 BA Marina Home Expanded
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
At the edge of the Marina district, enjoy easy access to the water from this unique property. The Peaceful Parrot and Pa ...
From $226 per night (USD)
VRBO
From $121 per night (USD)
Expedia
King Size Bed - Guest Charming Studio (With W/D)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Guest Studio has its private entrance attached to main house on a quiet residential neighborhood. The outdoor 4 seat di ...
From $121 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Beautiful, modern 2 Bedroom plus Den Condo. Boca Ciega Bay Isla Key Isla Del Sol
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our unit was completely renovated when we purchased 6 years ago and shows as if new. All new kitchen with granite count ...
From $280 per night (USD)
VRBO
From $85 per night (USD)
VRBO
Gulfport Hideaway Studio Apartment w/patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A charming studio apartment is located a quiet neighborhood a short 10 minute walk to the shops, restaurants and beach i ...
From $85 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Cozy Beach Cottage Yards From The Beach And Restaurants!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Time to relax, to take a deep inhale of the salty air and carefree vibes. Breathing out any life tension. It’s time to e ...
From $249 per night (USD)
VRBO
From $796 per night (USD)
Expedia
Waterfront Home with Heated Pool! 2 miles from Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Our waterfront oasis is a professionally designed 2300 square foot home with a heated pool and spectacular ocean views! ...
From $796 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Paradise Penthouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When you need a break from the world, this is the place to be. Time slows down and your worries dissipate. This penthous ...
From $217 per night (USD)
VRBO
From $159 per night (USD)
VRBO
Garden Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax in this beautiful garden cottage located in a quiet, beautiful setting among abundant fruit trees and plants. Wel ...
From $159 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Charming Gulfport Getaway Steps to Arts District
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly renovated, comfortable cottage in the heart of Gulfport just a short bike or walk to the Arts District, Downtown G ...
From $155 per night (USD)
VRBO
From $261 per night (USD)
VRBO
5 Min from downtown and 15 min to the beach 28 night minimum
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated property on brick lined street centrally located. The home is on a double lot with professionally manicu ...
From $261 per night (USD)
VRBO
From $157 per night (USD)
VRBO
FABULOUS WATERFRONT STUDIO APT IN ST PETE FL!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
FABULOUS WATERFRONT STUDIO APARTMENT IN A SUPER POPULAR, GATED & GUARDED, 55+ COMPLEX; JUST OVER THE BRIDGE FROM GORGEOU ...
From $157 per night (USD)
VRBO
Click For Pricing
Expedia
Historic villa - minutes to beaches and town center
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to our home! This is a historic home just 1 block away from Starbucks, food stores, and restaurants. The Gulf Be ...
Click For Pricing
Expedia
From $242 per night (USD)
VRBO
Gorgeous and updated waterfront condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This property is located between St. Petersburg and St. Pete Beach on an island with easy access. It has a waterfront l ...
From $242 per night (USD)
VRBO
From $166 per night (USD)
VRBO
The Sand Dollar - Historic Charm Meets Historic District Beach Chic
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of ...
From $166 per night (USD)
VRBO
From $318 per night (USD)
VRBO
Peach Hideaway - Caged, Heated Pool & Florida Room
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Peach is a 3 bedroom, 2 bathroom home with an enclosed screened pool (heated during the winter months) near the Gulfport ...
From $318 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Broadwater Gem! With Pool and Boat Dock.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Close to everything! Beach-Downtown St. Pete, Tropicana Field, Fort DeSoto Park! This all newly remodel 3 bedroom/2 bath ...
From $491 per night (USD)
Expedia
From $276 per night (USD)
VRBO
St. Pete's Beach House Heaven
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Modern beach house in an ideal location, close to everything, backyard oasis with a private pool and a bbq grill. Spacio ...
From $276 per night (USD)
VRBO
From $1080 per night (USD)
Expedia
Waterfront Views at Dolphin Watch with Heated Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Paradise found with over 5,000 sf of living and over 600 sf of outdoor covered patio space. The moment you arrive you ar ...
From $1080 per night (USD)
Expedia

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Results: 315 Rentals