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Holiday houses in Point Brittany

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Top-rated holiday rentals in Point Brittany

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.
Home in Terra Ceia
4.98 out of 5 average rating, 109 reviews

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

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.
Condo 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.
Guesthouse 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
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, 145 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, 168 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

Top Guest favourite
A light green door framed by a wooden trellis casts soft shadows on the wall. A utility meter is mounted nearby, and a large planter with blooming flowers adds a touch of color, enhancing the entryway's welcoming appeal.
Home in St. Petersburg
5 out of 5 average rating, 45 reviews

Boutique Stay Near the Bay | Walk to Downtown.

Feel both transported and perfectly at home. The Barefoot House is your serene escape in the heart of Historic Old Northeast — where charm, comfort, and culture meet. Tucked away in a quiet alley, this thoughtfully designed retreat is just blocks from St. Pete’s stunning waterfront parks and a 5-minute stroll to downtown’s vibrant mix of restaurants, cafés, bars, museums, and art galleries. Guests love our blend of calming details & walkable access to everything St. Pete has to offer.

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.
Condo 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.
Condo 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, 108 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
Condo 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
The living area showcases a spacious layout with a modern sectional sofa adorned with soft pillows. A stylish coffee table sits in the center, surrounded by inviting armchairs. A striking staircase with a metal railing leads to an upper level, illuminated by contemporary light fixtures.
Home in Tampa
5 out of 5 average rating, 101 reviews

New Prime location Riverwalk Luxe 3BR 3BA

Tampa's newest 3BR 3BA gem: Aster Haus, just 4-streets over from the Riverwalk & Armature Works. Primary King en-suite bedroom boasts private balcony for two; living area, a grand 25ft ceiling. Outdoors, a lush courtyard with covered porch, pergola & relaxing fountain beckon. Private parking for 2 cars. Modern amenities seamlessly blend with timeless bungalow charm, in this new build. Enjoy the prime walkable Tampa Heights location to access the Tampa’s finest.

Top Guest favourite
A serene sleeping area is defined by a wooden bed frame draped with sheer white fabric. The plush bedding features a subtle pattern. A vibrant green plant wall provides a backdrop, and a decorative neon sign reading 'Tiny Tulum' adds a modern touch.
Guest suite in Tampa
4.98 out of 5 average rating, 226 reviews

Tiny Tulum | Tropical Oasis in Tampa’s Heart!

Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

Popular amenities for Point Brittany holiday rentals