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Holiday rentals in Point Brittany

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Top-rated holiday rentals in Point Brittany

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Top guest favourite
A living area features a light-colored sofa and armchairs arranged around a chic coffee table. A television is mounted on the wall, and large sliding glass doors provide views of the outdoors. A decorative plant and a lamp add warmth to the space.
Apartment in St. Petersburg
4.97 out of 5 average rating, 31 reviews

Everything You Need - St Pete Condo - Isla Del Sol

Welcome to your beach vacation home at St. Pete. Pack light - we have everything you need for the beach and pool. Located on the 12th fairway of Isla Del Sol Yacht & Country Club's 18-hole championship golf course. Wake up to sunshine and views of the fairways, greens and ponds. Enjoy our recently remodeled and furnished 2-BR condo. You will be two miles from St. Pete Beach and only minutes away to downtown St. Petersburg, Clearwater, Treasure Island, Tierra Verde, and Fort DeSoto beaches.

Top guest favourite
A warm living room is presented, featuring a light-colored sectional sofa and a dark blue armchair. A coffee table is centered on an area rug, adorned with decor. Two large windows allow natural light to fill the space, complemented by framed artwork on the wall.
Guest house in St. Petersburg
4.99 out of 5 average rating, 106 reviews

Kenwood Retreat - 1BR carriage house

This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.

Top guest favourite
Home in Gulfport
5 out of 5 average rating, 13 reviews

The Happy House

Welcome to The Happy House, This piece of paradise was the spotlight home for the 2025 Flamingo Tour of homes ! 🦩The stunning property has everything you need for an unforgettable getaway. Discover a breathtaking garden, 2 charming bedrooms, a modern kitchen with eat-in dining, a welcoming living room, a dining room, and a timeless bathroom. Outside, enjoy a backyard paradise, an outdoor shower, griddle, umbrellas, lounging areas, and a quaint beach spot. Your next favorite escape is waiting!

Guest favourite
The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.
Home in Gulfport
4.97 out of 5 average rating, 143 reviews

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 164 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.
Apartment in St. Pete Beach
5 out of 5 average rating, 165 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Superhost
An aerial view captures the sprawling golf course, interspersed with palm trees and manicured greens. Surrounding residential buildings with terracotta roofs and a community pool are visible. The tranquil waters of the inland waterway and the distant skyline create a serene backdrop.
Apartment in St. Petersburg
4.87 out of 5 average rating, 71 reviews

Roomy 2 bed/2 bath (+pullout sofa) condo with pool

Beautiful condo perfect for a family beach vacation or romantic getaway. Sleeps up to six in a king, two twins, and a sleeper sofa. View of beautiful golf course from back patio. Access to beautiful pools and spas. Peaceful island with private beach on inland waterway. Community is linked to miles of paved biking trails. Only a five minute drive or 30 minute bike ride (on trail) to Ft Desoto Park and 2 miles to Pass-a-Grille beach on Gulf of Mexico. Dntn St Pete is just 15 min. away.

Top guest favourite
A charming cottage is surrounded by lush greenery, featuring a covered porch adorned with blue rocking chairs and a decorative whale motif. Tropical plants frame the view, while a wooden fence adds to the property’s privacy and character.
Cottage in Gulfport
4.98 out of 5 average rating, 106 reviews

Cozy Cottage for Lovers

Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.

Top guest favourite
A spacious living area features a light blue sectional sofa with accent pillows, complemented by a round coffee table. A large area rug adds warmth, while a decorative surfboard is mounted on the wall. Natural light enters from nearby windows, illuminating the inviting space.
Apartment in St. Petersburg
4.99 out of 5 average rating, 71 reviews

"Catching Rays " 2 BR 2 Bath Condo

Welcome to Catching Rays in beautiful St. Pete, FL. This coastal retreat invites you to relax as you explore beaches & attractions or attend sporting events or concerts. Ideally-located, minutes away from hotspots, restaurants, and shopping. The proximity to I-275 ensures a quick and easy commute to your destinations. Enjoy the sunshine while sitting at the community pool or relaxing in our Florida room while viewing the Skyway Trail, with miles of paved biking and walking trails.

Top guest favourite
A vibrant sunset casts warm orange and yellow hues across the sky, with the sun nearing the horizon over the calm ocean. Silhouettes of palm trees frame the scene, while people stroll along the beach, creating a serene coastal atmosphere.
Apartment in St. Petersburg
5 out of 5 average rating, 25 reviews

Luxurious Waterfront Condo! Great reviews!

This condo is located in the beautiful resort style community of Isla Del Sol, just off St. Pete Beach. This 2 br, 2 ba condo is very spacious and stocked with everything you need. Located within two miles of two of TripAdvisor's top five U.S. beaches, your tropical resort experience is only 15 minutes from all that St. Pete's vibrant downtown has to offer: incredible restaurants and attractions. Or stay close and enjoy fishing and boating. Cleaned and disinfected between guests.

Top guest favourite
Apartment in St. Petersburg
4.92 out of 5 average rating, 74 reviews

3 bedroom condo with a pool on Boca Ciega Bay

If you’re looking for a great vacation this condo is in St Pete’s beach, Florida. It is 1255 square feet with three bedrooms, two bathrooms, kitchen, dining room, laundry room and a spare room. Ten minutes from two of the most beautiful beaches in the country and 20 minutes from downtown St Petersburg. Museums like the Dali, Rays baseball, many great restaurants and Busch Gardens are close by. Disney is just over an hour away. Enjoy beautiful sunsets and relax on the balcony.

Top guest favourite
An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.
Guest house in Gulfport
4.96 out of 5 average rating, 135 reviews

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

Popular amenities for Point Brittany holiday rentals