Holiday rentals in Point Brittany

Luxury Bungalow in Gulfport-Close to the beaches

Newly constructed in 2014, this beautifully appointed bungalow will delight you the moment you arrive!! It is decorated in casual, coastal style with all of the charm of a traditional cottage and the modern amenities of a new home. High ceilings, hardwood floors, and lots of windows offer a spacious and luxurious feel. Located in the heart of Gulfport's Beach & Art District, just three blocks from the beach and two blocks from Beach Blvd where you will find Gulfport's many restaurants and shops.

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!

Paradise-Isla Del Sol - St Pete

Welcome to Paradise! You will love this 2 bedroom 2 bath, each with king beds, newly updated condo with stylish features and upscale furnishings. This is a 2nd floor unit overlooking the beautiful pool and golf course of Isla del Sol. Includes a heated pool, bicycles walking/biking paths that is a five min bike ride to Pass-A-Grill and the white sandy beaches of St Pete. Just minutes from St. Pete Beach the revitalized downtown of St Petersburg and the spacious island of Ft DeSoto State Park.

Lovely 2 bed/2 bath Condo with Pool

You and your family will love this beautiful, spacious and very clean 2 bedroom Condo at Isla Del Sol. Fully updated and conveniently equipped place has everything you need for your vacation! While on the Island, walk, jog or bike Isla's quaint Spanish-named streets which meander through lush gardens surrounded by royal palms, ponds and waterways. Enjoy the sparkling heated pool and Spa. Isla is only minutes from beaches, Fort Desoto State Park, downt town St Pete, restaurants and shops!

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.

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! 🤍

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Downtown St. Pete Radiant Retreat

Modern townhome located in the heart of Downtown St. Pete two blocks to Central Ave, walkable to Beach Drive and Vinoy Park. Sleeps 8 (1 King + 3 Queens), 2.5 baths, private garage, fully fenced yard with BBQ, private balcony. Pet-friendly. Built for monthly stays: fast WiFi, workspace, full kitchen, in-unit washer/dryer, 85" HDTV with Fire TV, room-darkening shades, smart-lock entry. Central AC throughout with an added window unit AC to keep the master extra cool while you sleep.

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.

Your Island Escape! • Discounted Summer Rates

Paradise found! Escape to your private island oasis in beautiful Tierra Verde. This spacious 1BR/1BA condo with a sleeper sofa comfortably sleeps up to 4—ideal for couples, small families, or friends. Enjoy resort-style amenities, water views, and a relaxing coastal vibe. Just minutes from Fort De Soto and St. Pete Beach—both ranked Top 5 Beaches by TripAdvisor—and only 15 minutes from the energy and culture of downtown St. Pete. Your perfect getaway starts here—book today!

New Listing! 2nd Floor Vista Verde North

NEW LISTING! ***Balcony not blocked, but not accessible. Discount already applied to the rent*** You can see out of the balcony doors, but the balcony is unusable due to upcoming work. Work is unlikely to begin until the fall of 2026. The fully equipped kitchen has everything you need for a relaxing stay. The spacious primary suite features a king bed and an ensuite bath, while the guest room includes one queen bed and plenty of closet space, ideal for families or couples.

Mangrove Haven | Minutes to Beach and Downtown

Welcome to Mangrove Haven, your newly remodeled waterfront oasis in St. Petersburg, Florida—where coastal luxury meets serene Old Florida charm along pristine mangrove-lined shores. This modern 3-bedroom, 3-bathroom vacation home sleeps 8 guests comfortably and offers the perfect blend of relaxation and adventure. Soak in breathtaking water views while enjoying your heated private pool, hot tub, expansive turf lawn, multiple outdoor seating areas, and palm-lined grounds.