House holiday rentals in St. Petersburg

The living room features a comfortable leather sofa and a pair of yellow upholstered ottomans, arranged around a circular coffee table. Light streams through the two large windows, and a ceiling fan adds a cozy touch. A decorative rug enhances the hardwood floor.

4.92 out of 5 average rating, 203 reviews

Stunning bungalow retreat in St. Pete!

Your home away from home in St. Pete! Our bungalow is located in a highly desirable neighborhood just a mile from vibrant downtown. Fully renovated; the 1930's charm remains but with a modern fully-equipped kitchen, stylish bathroom, furniture/décor, and private deck. Refinished hardwood floors, too Features include: Driveway for 1 car King bedroom Queen sleeper sofa 2 Smart TVs: live & streaming apps Front porch with rocking chairs Deck with outdoor dining Washer & dryer Experienced hosts :)

An aerial view captures a coastal neighborhood with colorful homes, palm trees, and a serene waterfront. A pier extends into the water, and boats are anchored nearby, surrounded by lush greenery. The vibrant blue sky contrasts with the calm sea, creating a tranquil atmosphere.

4.86 out of 5 average rating, 105 reviews

Blue House

This Home was NOT affected by by the Hurricanes! Gulfport waterfront sustained significant damage. So please check with the local municipality for any updates on recovery status of areas affected. Walk to everything, 5 ensuite bedrooms, NEW Vacation home in Gulfport. - Kitchen is fully stocked with a coffee maker, blender, toaster, mixer, pots & pans, dishes, and cutlery. - Free parking for 4 vehicles - Professionally Cleaned and Sanitized - 5 bedrooms w/ queen size beds, private bathrooms,

4.94 out of 5 average rating, 125 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

4.71 out of 5 average rating, 116 reviews

Waterfront Oasis, Hot Tub, Sauna

Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

4.86 out of 5 average rating, 181 reviews

A spacious living area features a mix of comfortable seating, including a dark leather sectional and various armchairs. A decorative area rug adds warmth over the hardwood floor. Natural light streams in through large windows, and a decorative fireplace stands as a central element.

Home in Historic Kenwood

Casa Kenwood

This delightful Spanish-style house is located in Historic Kenwood, a desirable neighborhood close to downtown St. Pete and the trendy Grand Central district. It's a spacious two bedroom , one bath house with an office attached to the master bedroom. Tastefully decorated with vintage magazine posters and comfortable furniture, all the amenities you need are here: laundry, bikes, patio, grill and plentiful street parking. The fully-stocked kitchen has a gas range and dishwasher. Come visit!

Home in Downtown St. Petersburg

A spacious living room features a black reclining sectional sofa and a round glass coffee table atop a patterned area rug. A wall-mounted TV is visible, alongside a painting and an acoustic guitar displayed in the corner. Natural light flows through multiple windows.

Contemporary Family Cottage

Your family can explore all that St. Pete has to offer when you stay at this centrally-located home. With parks, restaurants, shops, the St. Pete Pier, downtown and the Bay all an easy walk away, this location is ideal. The home is one of few in Historic Uptown with its own driveway, which also makes this location perfect to jump on the highway and be at the best beaches in 15 minutes or less! If you do not have a car, just down the block is Round Lake, with a bike and scooter rental hub.

4.95 out of 5 average rating, 129 reviews

4.93 out of 5 average rating, 122 reviews

Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

5.0 out of 5 average rating, 229 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

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.

4.91 out of 5 average rating, 191 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.

A private heated pool is surrounded by wooden decking, offering lounge chairs for relaxation. An oversized umbrella provides shade, while tropical plants enhance the outdoor space. The rear of the house is visible, along with a patio door leading into the home.

4.98 out of 5 average rating, 121 reviews

ST Urban Oasis heated pool

Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

A welcoming pathway made of slate leads to the intricately designed entrance of the home. Lush green grass and tropical plants frame the walkway, while ornamental lampposts stand beside the path. Trees provide shade, contributing to the serene atmosphere of the property.

4.96 out of 5 average rating, 125 reviews

Kenwood Oasis

January 2027 just became available!!!. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

4.83 out of 5 average rating, 131 reviews

Home in Pinellas Park

Beautiful Retreat Haven/7miles beach/Mini Golf

Indulge in the perfect vacation getaway with our splendid 3-bedroom, 2-bathroom listing. This beautifully renovated property offers the allure of an outdoor fire pit, a recent brand new remodel, and the convenience of WiFi and smart TVs throughout the entire house. Nestled in a tranquil and quiet neighborhood, we're just 7 miles away from the sun-kissed beach, offering you the best of both worlds - peaceful relaxation and coastal adventure.

Popular amenities for St. Petersburg house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 134 reviews

Inground Pool w/ Game Room - Fully Renovated House

4.97 out of 5 average rating, 116 reviews

Heated Pool l BBQ | Karaoke | Outdoor Projector

4.98 out of 5 average rating, 237 reviews

Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

4.96 out of 5 average rating, 184 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.

4.94 out of 5 average rating, 161 reviews

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

A saltwater pool is surrounded by a screened enclosure, featuring an elevated circular area. An umbrella provides shade over a small table with drinks. Lounge chairs in vibrant colors complement the tranquil setting, with a view of the patio and home entrance in the background.

4.98 out of 5 average rating, 240 reviews

Sparkling Modern Pool Home with Guest Bungalow!

4.99 out of 5 average rating, 175 reviews

A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.

Home in Tampa

Hacienda Hideaway w/ heated pool

4.94 out of 5 average rating, 189 reviews

Retro Disco Pool Home Near St Pete Beach

Weekly house rentals

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.

4.97 out of 5 average rating, 183 reviews

The Driftwood - Pet Friendly

Home in Historic Old Northeast

Mid-century cottage on Coffee Pot Bayou in Old NE

5.0 out of 5 average rating, 9 reviews

5.0 out of 5 average rating, 3 reviews

Untamed Hideaway - mins from downtown and beaches

5.0 out of 5 average rating, 49 reviews

Tropical Paradise Tranquility Getaway

5.0 out of 5 average rating, 8 reviews

St Pete Luxury Home | Downtown | Central | Balcony

Home in Historic Old Northeast

Downtown St. Pete Coastal 2BR - Walk to Vinoy+Pier

5.0 out of 5 average rating, 7 reviews

A Spanish-inspired home is presented with a textured exterior and vibrant red roof tiles. Lush greenery and potted plants frame the entrance, while a paved driveway leads to a spacious garage. The surrounding yard features manicured grass and decorative landscaping.

5.0 out of 5 average rating, 72 reviews

Babe Ruth’s Build Spanish Style Hacienda! 4BR/5BA!

A screened-in pool area features a shimmering blue swimming pool, surrounded by a spacious deck. Tropical plants are visible in the background, complemented by a large tree providing shade. The clear blue sky overhead enhances the relaxing environment.

4.94 out of 5 average rating, 53 reviews

4 Bedroom Pool Home 10 min from Beach & Downtown

Private house rentals

5.0 out of 5 average rating, 29 reviews

Home in Treasure Island

Waterfront Condo with Boat Slip & Fishing Dock

4.97 out of 5 average rating, 32 reviews

Stylish Retreat Near Downtown St Pete

4.94 out of 5 average rating, 33 reviews

Waterfront Paradise• Pool, Hot Tub, Dock & Games

5.0 out of 5 average rating, 9 reviews

Historic Uptown St. Pete House – Walk to Downtown

5.0 out of 5 average rating, 41 reviews

Delma's Waterfront Oasis Open Water View

4.98 out of 5 average rating, 63 reviews

An outdoor patio is showcased with four adirondack chairs positioned around a circular fire pit. The setting features a grassy area leading to a dock on the water. Decorative lights hang above, and the view includes a pastel sunset and boats moored nearby.

Home in South Pasadena

Sunset Waterfront Retreat| Firepit, Dock&Game Room

5.0 out of 5 average rating, 16 reviews

NEW Designer Pool Oasis •10m DT St Pete •15m Beach