Vacation rentals in Point Brittany

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Top-rated vacation rentals in Point Brittany

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

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Top guest favorite
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 248 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Top guest favorite
Bungalow in Gulfport
5 out of 5 average rating, 27 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 favorite
The image captures the tranquil waterway with gentle ripples reflecting the sky. In the background, a charming beach cottage is framed by palm trees and boats docked nearby, creating a serene waterfront scene.
Cottage in St. Pete Beach
4.96 out of 5 average rating, 182 reviews

Pass-a-Grille Historic Cottage Unit 2

PASS-A-GRILLE HISTORIC COTTAGE UNIT 2 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 2 - 2 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front and back patio area w/ BBQ grill. Private parking for 2 vehicles.

Guest favorite
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, 173 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 favorite
Cottage in Gulfport
4.98 out of 5 average rating, 121 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 favorite
A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.
Home in St. Petersburg
4.9 out of 5 average rating, 181 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Guest favorite
Condo in St. Petersburg
5 out of 5 average rating, 18 reviews

Brand New condo with water views, Pool/Beaches

Brand New renovated 1bdr condo with beautiful water views, Heated Pool and Hot Tub, dedicated parking space, on the Boca Ciega Bay for kayaking, and close to major St. Pete Beaches, Fort Desoto and short drive to Downtown St. Petersburg. Excellent Dining, beaches, and fun bars. Brand new kitchen, bathrooms with rain head stand up shower, comfortable king bed, large Washer/Dryer and wake up to the Tampa Bay Sunrise off the bedroom balcony. Everything you need for a relaxing stay.

Top guest favorite
Condo in St. Petersburg
4.91 out of 5 average rating, 82 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.

Guest favorite
Home in St. Petersburg
4.79 out of 5 average rating, 43 reviews

Private place in waterfront home

Take it easy at this unique and tranquil getaway fully equipped with everything you would need! With brand new marble flooring, granite countertops and fresh paint, you will never want to leave. Your getaway is attached to a multimillion dollar waterfront home in one of the most beautiful neighborhoods in the area. Enjoy a peaceful walk in the neighborhood, a kayak ride or a leisurely bike ride while visiting this gem! Only a few steps from the beaches of Fort Desoto.

Top guest favorite
Cottage in Gulfport
4.99 out of 5 average rating, 288 reviews

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Guest favorite
A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.
Villa in St. Petersburg
4.78 out of 5 average rating, 209 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Guest favorite
A serene outdoor space is highlighted with a saltwater pool surrounded by tropical landscaping. Lounge chairs offer a relaxing spot under a white umbrella, while a variety of lush plants and trees create a private oasis.
Bungalow in Gulfport
4.91 out of 5 average rating, 58 reviews

GulfPort Paradise, Bali-like Oasis with Pool

The perfect vacation spot. If you’re looking for a quiet, comfortable, boho-modern house, this is the place for you. Perfect for guests that want to experience living like a Gulfport local with chill vibes. The location couldn't be better for exploring everything that the area has to offer. Nestled in the adorable town of Gulfport, the property is just a 1 block walk from the Marina and waterfront of Boca Ciega bay.

Popular amenities for Point Brittany vacation rentals