Holiday Homes in St. Petersburg

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in St. Petersburg

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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A stilt home features a welcoming wraparound porch, adorned with white railings and seasonal lights. The exterior displays a combination of blue siding and white trim, surrounded by lush greenery. Stairs lead up to the entrance, providing access to the main living area.
Holiday home in Ruskin
4.72 out of 5 average rating, 61 reviews

Central Florida Vacation Stilt Home with pool!

Your family will be close to most everything FL has to offer when you stay at this centrally-located home. I am within an hour drive of all theme parks, major beaches, sports stadiums and concert venues. Located in the center of town close to grocery stores, fast food locations and all of the local restaurants as well! Most importantly, to me anyway, minutes from several boat ramps that lead into beautiful Tampa Bay and little Manatee River which are great for boating leisure, sport and fishing

Top Guest favourite
Holiday home in Indian Rocks Beach
4.96 out of 5 average rating, 25 reviews

Stylish Beach Retreat • 2-Min Walk to White Sand

Experience the best of Indian Rocks Beach in this stylish 2-bedroom apartment, perfectly located just steps from the sand. This spacious retreat features 3 beds, 1 bath, and a comfy memory foam sleeper sofa—perfect for families or small groups. Walk across the street to the sand and enjoy nearby bars, restaurants, and shops. Around the corner, Kolb Park offers a playground, tennis, pickleball, and a skate park. Everything you need for the perfect beach getaway is right at your doorstep. BTR#1936

Guest favourite
Holiday home in Town 'n' Country
4.92 out of 5 average rating, 354 reviews

FREE Decor AnyOccasion*Romantic Getaway*Relax Bath

A modern & cozy place in Tampa,private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more!Perfect romantic getaway to enjoy with your loved one.Located in a central area of ​​Tampa,close to Bush Garden/Adventure Island,Raymond James Stadium,Tampa International Airport, Ybor City, Downtown Tampa,Amalie Arena,River Walk,Clearwater/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and many shops.

Guest favourite
Holiday home in Tampa
4.87 out of 5 average rating, 97 reviews

#17 Home near Stadium, 2/2, 1 King Bed Executive

Leave the stress of everyday life behind and head to this 2-bedroom, 2-bathroom home in Tampa. This well-appointed vacation rental has enough room for your group and is conveniently located near plenty of family-friendly activities. At this home, you’ll also be far enough from downtown that you can relax, but close enough to take advantage of all of the professional sports games, museums, and parks that the city offers. After a day out enjoy the backyard and the Beautiful Lake. pictures to come

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Holiday home in Clearwater
4.6 out of 5 average rating, 25 reviews

Adorable vacation guest suite close to beach

PLEASE READ "ABOUT THE SPACE." Beautiful vacation home, 13 mins (5.8 miles) away from Clearwater Beach. Close to Tampa International Airport. Close to Florida's major attractions - Busch Gardens in Tampa, 1.5 hours from Disney World, Universal Studios & Sea World in Orlando. Surrounded by Tampa Bay's recreational highlights - award winning beaches, boating, fishing, biking, golfing, jet ski rentals, water sports, beach activities, nightlife by Pier 60 surrounded by shops, restaurants, and bars.

Top Guest favourite
A tranquil swimming pool is viewed from the patio, with clear water reflecting the sky's clouds. Lush palm trees and a calm waterfront line the background, creating a serene ambiance. The setting invites relaxation and offers a glimpse of the natural surroundings.
Holiday home in Town 'n' Country
5 out of 5 average rating, 37 reviews

Sun & Salt Air House-3BR home w/patio,pool,firepit

The search for the perfect sunset with friends and family is over. Minutes from one of a kind shopping, diverse dining, horse racing, and hiking. There is something for everyone. Home is completely renovated with gorgeous stone floors, chef kitchen, and custom outdoor space. Watch the Game on the 75" TV, or relax on the oversized patio/pool area. Enjoy the picturesque sunset before taking an evening dip in the LED lit salt water pool while staying warm by the gas firepit with loved ones.

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Holiday home in Clearwater Beach
4.73 out of 5 average rating, 26 reviews

KEY LIME COTTAGE 2 pools steps from the beach!!

Stay at Key Lime Cottage, a bright 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. This freshly updated home features a spacious living room, modern kitchen, and a king bedroom designed for comfort. Enjoy the private patio dining area, tropical gardens, and access to 2 heated pools. Quietly set on Cypress Avenue, yet only steps from shops and restaurants, it’s the perfect blend of convenience and relaxation. Professionally cleaned to the highest standards for your peace of mind.

Guest favourite
A tranquil beach scene is displayed, featuring soft, white sand leading to gentle waves under a clear blue sky. A few figures can be seen on the shoreline, with distant clouds adding texture to the horizon.
Holiday home in Indian Rocks Beach
4.86 out of 5 average rating, 59 reviews

Brand new vacation rental one block from the beach

Bring the whole family to this great place with lots of room for fun. 3 bedroom 2 bathroom rental a block away from the beach. Downstairs game room with pool table, ping pong, foosball and dart board! A lot of local restaurants, bars and stores within walking distance. Free parking on premise can fit up to 4 cars. This spacious rental can accommodate up to 8 people. Minimum 3 day rental, longer periods available. Perfect place for a family getaway, so many things to keep you busy! BTR#2064

Guest favourite
A spacious balcony overlooks Boca Ciega Bay, featuring a table with four black chairs. The sun shines brightly over the water, creating a serene ambiance. Lush greenery and a potted plant add a touch of nature to the scene.
Holiday home in St. Petersburg
4.93 out of 5 average rating, 96 reviews

Stunning Waterfront Condo at Boca Ciega Resort 310

Do you want to watch dolphins from your balcony? Our condo is beautiful right on the water with a boho style interior design. Large balcony with stunning view over Boca Ciega Bay. Dolphins come in every evening. 4 people easily sleep here, two in the King size bed in the bedroom, and 2 in the $1,600.00 queen size sofa bed in the living room. Fully equipped bar kitchen. There are 2 TVs, Wi-Fi, and washing machine with dryer. Private parking. The condo is smoke free and pet friendly!

Top Guest favourite
Holiday home in Largo
4.93 out of 5 average rating, 54 reviews

Cozy Family Home Near Beach w/ Everything You Need

Relax & Recharge in a Stylish Mid-Century Tropical Getaway - Just Minutes from the Beach! 2BR/2BA with a bonus bedroom in the Florida room - sleeps up to 8. Nestled in a quiet neighborhood just minutes to Indian Rocks and Clearwater Beach, with great dining and shopping. Enjoy a private fenced backyard and BBQ area. Perfect for families or groups seeking comfort and convenience. Pet-Friendly! One well-behaved dog is welcome (an additional $225 pet fee applies). Sorry, no cats.

Guest favourite
An inviting pool area is visible, enclosed by a screened lanai that allows for unobstructed views of the surrounding landscape. Comfortable seating arrangements are placed adjacent to the pool, while a coffee table displays a decorative arrangement, enhancing the relaxing atmosphere.
Holiday home in Safety Harbor
4.83 out of 5 average rating, 94 reviews

4-bedroom Vacation home with heated pool family

🎊🎉🎊🎉A new surprise for you, the house has been completely renovated .2025 🎉🎊🎉🎊Bring the whole family to this great place with lots of room for fun. Fishing lake. Free one bottles of wine. **Near Amenities:*** Our location is very convenient, just a short distance from key tourist attractions and local shops. You can easily explore local culture and enjoy new experiences. Contact us to book now and experience our comfortable and warm space!

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Holiday home in Tampa
4.64 out of 5 average rating, 105 reviews

Maximalist space w/eclectic style/Bars close by

Welcome to my little slice of paradise! This sunny 2-bedroom retreat sits on the top floor of a charming Floridian townhouse, right in the heart of trendy Seminole Heights. Just a short stroll or bike ride to buzzing cafes, cool bars, local breweries, and foodie hotspots—Tampa’s tastiest treasures are all around you! Whether you're here with family or friends, you're in for a fun-filled stay packed with flavor, flair, and good vibes.

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