Holiday rentals in St. Petersburg

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Top-rated holiday rentals in St. Petersburg

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

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Top guest favourite
The kitchen showcases a compact design with light-colored walls and tiled flooring. A small table with two stools is positioned near a window, which is covered by a sheer curtain. Appliances include a refrigerator, microwave, and coffee maker, complemented by a stove and sink.
Flat in Uptown
4.97 out of 5 average rating, 238 reviews

Apartment in St. Petersburg

Upstairs apt. Great location less than 10 min to busy downtown St. Petersburg, Spa Beach and the St. Petersburg Pier. Walk to major restaurants, Starbucks, & Sunken Gardens. Less than 30 min. to the white sand island beaches & Tampa Airport. Large patio with gas grill. Separate kitchen. Encl. sitting porch. Queen bed, washer and dryer on premises. Beach chairs and towels. Lots of linens & kitchen supplies for long or short-term stay. Clean and comfortable. Owner on premises. No Smoking No pets.

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 Historic Kenwood
4.99 out of 5 average rating, 108 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
A fully equipped kitchen is presented with modern cabinetry and an inviting island with bar seating. Natural light fills the space through large windows, while a vibrant orange door adds a pop of color. Wood flooring complements the overall design.
Home in St. Petersburg
4.93 out of 5 average rating, 103 reviews

*Fenced Yard* 8 min to Downtown - FAST Wifi

Add my listing to your wishlist by clicking the <3 in upper right corner • 2 off-street parking spaces • Smart Locks + self check-in • Ring camera for security • Fully equipped kitchen + essentials “Very clean and cute place! It’s close to downtown and near great restaurants." • Dedicated Work space + 317Mpbs wifi • 65in smart TV + streaming apps • Enclosed front porch • Private fenced-in yard • BBQ + grilling utensils • Onsite washer+dryer • Walk to Italian Market • 18min drive to 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, 149 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
Apartment in Madeira Beach
4.98 out of 5 average rating, 104 reviews

Beach Front Madeira Beach

PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Top guest favourite
Guest house in St. Petersburg
4.98 out of 5 average rating, 223 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

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, 112 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
Flat in St. Petersburg
4.96 out of 5 average rating, 141 reviews

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Top guest favourite
A modern living area features a comfortable gray couch adorned with decorative pillows, positioned in front of a glass coffee table. Light fills the space from large windows. An open kitchen with stainless steel appliances and a wooden countertop is visible in the background.
Flat in Crescent Heights
4.99 out of 5 average rating, 178 reviews

Coastal Chic Cottage in St.Pete

Welcome to the Sunshine City! Whether you are here to relax at the beach, work, explore wildlife, experience the downtown nightlife, see a game at Tropicana, or are on a romantic getaway, this is the place for you! Located next to beautiful Crescent Lake Park. This park has tennis and pickle ball courts plus a one mile walking and bicycle path circling the lake. Downtown St. Pete, and the gorgeous St. Pete Pier and marina are less than 10 minutes away.

Top guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a bright, textured quilt. Wall decor includes framed artwork and decorative plates that add charm. A bedside lamp rests on a nightstand, providing soft illumination, while natural light filters through sheer curtains.
Guest house in Historic Kenwood
4.98 out of 5 average rating, 357 reviews

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Top guest favourite
A charming cottage exterior is showcased with a light green facade and a welcoming front porch. Two outdoor chairs are positioned to the sides of the entrance, flanked by tropical plants. The sky features a blend of warm colors during sunset, enhancing the peaceful ambiance.
Home in Gulfport
4.99 out of 5 average rating, 179 reviews

The Boho | Walk to Gulfport Beach & Restaurants

Boho inspired cottage in the heart of the Gulfport Waterfront District. Steps away from Gulfport beach, restaurants, and nightlife. Enjoy strolling along Beach Boulevard where you'll find local coffee shops, ice cream parlors, Gulfport brewery, and eclectic shops. Relax in the comfort of your backyard oasis or enjoy some fun in the sun with the best Gulfport has to offer right outside your back door.

Guest favourite
A spacious bedroom features a king bed with neutral-toned bedding and decorative pillows. A large mirror and a small dresser are present, alongside a plant and artwork depicting a serene pathway. Soft lighting is provided by a ceiling fan and bedside lamps.
Flat in St. Petersburg
4.73 out of 5 average rating, 119 reviews

Beachy 1BDRM w/ King Bed | Downtown St. Pete

Come experience St. Pete in this stylish apartment, just a few blocks from downtown. We have everything you need for a short/long stay. Designed with a beach cottage feel in an urban setting giving you the best of both worlds. The location is unbeatable! Very walkable anywhere downtown + if you prefer scenic views, Vinoy park is just a couple blocks away. Happy to answer any questions!

Popular amenities for St. Petersburg holiday rentals

When is the best time to visit St. Petersburg?

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Avg. price$179 SGD$202 SGD$216 SGD$191 SGD$177 SGD$175 SGD$175 SGD$166 SGD$157 SGD$161 SGD$172 SGD$179 SGD
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Frequently Asked Questions

  • What are the best places to stay in St. Petersburg?

    Explore stays in vibrant neighborhoods such as Downtown, the Historic Old Northeast, and Grand Central District. Bayside areas are frequently suggested for easy access to parks, restaurants, and local attractions.

  • What are the best things to do in St. Petersburg with kids?

    Families often explore the interactive Great Explorations Children's Museum, wander the Sunken Gardens, and enjoy hands-on exhibits at the Museum of Science and Industry. Sandy beaches and playgrounds around the waterfront are also popular.

  • What are some of the best things to do in St. Petersburg?

    Discover world-class art at The Dalí Museum, stroll waterfront parks, and explore galleries and local food in the Central Arts District. The beaches have gentle sand and clear water, and seasonal events bring music, arts, and more around town.

  • How is the weather in St. Petersburg?

    St. Petersburg has a warm, humid climate with cooler months near 53–71°F (12–22°C), and summers reaching 75–91°F (24–33°C) alongside regular rain showers. Lightweight clothing, sun protection, and rain gear are helpful year-round.

  • What are the best places to visit in St. Petersburg?

    Explore The Dalí Museum for unique art, stroll the Sunken Gardens for tropical landscapes, and visit the Chihuly Collection for vibrant glasswork. The historic downtown has galleries, waterfront parks, and locally rooted shops.

  • What are some hiking trails in St. Petersburg?

    Fred Marquis Pinellas Trail invites walkers and cyclists along a scenic corridor, while Boyd Hill Nature Preserve is known for interpretive boardwalks and wildlife viewing. Waterfront parks feature paved paths shaded by old trees.

  • What are some family activities we can do in St. Petersburg?

    Enjoy interactive play at Great Explorations Children's Museum, explore Sunken Gardens together, and spend time at local beaches building sandcastles. Parks often have playgrounds and picnic spaces with views of the water.

  • What are some of the best day trip ideas from St. Petersburg?

    Day trips frequently suggested include exploring sandy shores and nature trails around nearby barrier islands, browsing historic streets in Gulfport, or discovering Tampa's museums and multicultural food scene. Outdoor adventures, wildlife centers, and local markets add variety.

  • Are there any pet friendly accommodations available in St. Petersburg?

    Many accommodations in neighborhoods like Historic Old Northeast, Downtown, and Kenwood welcome pets. Waterfront parks and community spaces make it easy to enjoy time outside with your companion animal.

  • What are some local tips for visiting St. Petersburg?

    Locals suggest using the downtown trolley to explore art districts and bring sun protection for beach or park outings. Visiting open-air markets and festivals can reveal locally rooted flavors, crafts, and live music.

  • What is St. Petersburg known for?

    St. Petersburg has a vibrant arts scene, sunny beaches with gentle sand, and a downtown full of galleries and murals. It is also recognized for waterfront parks and cultural institutions such as The Dalí Museum.

  • What are the best hidden gems to explore in St. Petersburg?

    Explore unique art at the Chihuly Collection, discover historic architecture in the Old Northeast, and wander through tropical plants at Sunken Gardens. Alley mural walks and smaller galleries regularly showcase local creativity.

  • What are the best foods to try in St. Petersburg?

    St. Petersburg is known for stone crab, fresh grouper sandwiches, and Cuban-inspired sandwiches, along with local smoked fish spreads. Popular markets and restaurants feature regional seafood and multicultural influences.

  • What should I bring for a trip to St. Petersburg?

    Lightweight clothing, sun protection such as a wide-brimmed hat, and comfortable walking shoes are frequently suggested. Consider rain gear for brief summer showers, and a reusable water bottle for outings.

  • What is the nightlife in St. Petersburg like?

    Neighborhoods such as Downtown and Central Arts District have live music venues, craft breweries, and relaxed cocktail spaces. Rooftop bars and late-night restaurants blend casual atmosphere with creative food and drinks.

  • What are the most popular events or festivals in St. Petersburg?

    St. Petersburg hosts the Firestone Grand Prix in early spring, SHINE Mural Festival celebrating public art, and the St. Pete Pride festival each summer. Seasonal events often fill waterfront parks with music, food, and community gatherings.

  • Are there family friendly vacation rentals in St. Petersburg?

    Family-friendly rentals are available throughout St. Petersburg, especially in beachside areas, Historic Old Northeast, and Kenwood. Many properties feature nearby playgrounds and easy access to parks and museums.

  • When is the best time to visit St. Petersburg?

    Late fall and early spring are frequently suggested for comfortable temperatures and less humidity. Summer is known for lively events and beach days, though brief rain showers are common during that season.

Quick stats about holiday rentals in St. Petersburg

  • Total holiday rentals

    Explore 5,910 holiday rentals in St. Petersburg

  • Nightly prices starting at

    St. Petersburg holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 215,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,230 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,140 rentals that welcome pets

  • Holiday rentals with a pool

    2,920 properties feature pools

  • Rentals with dedicated workspaces

    3,180 properties have a dedicated workspace

  • Wifi availability

    5,800 of St. Petersburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym across St. Petersburg rentals

  • 4.8 Average rating

    St. Petersburg stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    St. Petersburg’s top spots include Tropicana Field, Vinoy Park and Jannus Live

Destinations to explore