House holiday rentals in Bay Pines

Aerial view captures the well-manicured property surrounded by lush greenery. A circular driveway leads to the entrance, framed by palm trees. The inviting landscape features a unique design element in the center, complemented by the vibrant green grass.

4.93 out of 5 average rating, 200 reviews

The Comfy Cove | Luxury Beach Getaway

Welcome to "The Comfy Cove"—where luxury meets convenience. Nestled on the most prestigious intercoastal, our 3-BR haven offers elegance just 3 minutes from the beach and 2 minutes from Seminole’s top shopping and dining. Enjoy a California king bed, 3 queen beds, ample parking, and a private yard. Perfect for beach days, fishing, golfing, or weddings, with amenities including high speed internet, Wi-Fi, Netflix, and a dedicated workstation. Experience the pinnacle of comfort and sophistication

A screened-in pool area features a uniquely shaped pool with clear blue water, inviting relaxation. Sunlight filters through the mesh covering, illuminating the surrounding patio. Lush greenery lines the background, enhancing the outdoor ambiance.

4.98 out of 5 average rating, 163 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

A spacious outdoor entertainment area features a tropical saltwater pool surrounded by a screened enclosure. Colorful loungers in vibrant pink and green are positioned near the pool, complemented by a dining table. A shaded area offers comfort for relaxing in the sun.

4.91 out of 5 average rating, 403 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Vibrant 2BR/1Bath home sleeps 8 guests with a magical outdoor space designed to create beautiful memories! A tropical saltwater pool and large covered entertainment area complete with a TV—perfect for relaxing and enjoying a cocktail. The interior is colorfully curated to embody the essence of a vacation! Located just 5 minutes from the beach and 25 minutes to downtown. We have 16 Airbnb homes (family-owned and operated), and we're dedicated to finding the perfect fit for your getaway.

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 out of 5 average rating, 186 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.

4.88 out of 5 average rating, 139 reviews

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

WELCOME to this super nice 1 BR/ 1 (OR 2) BA home 5 min. N of DT and 10 to beach. Fully remodeled, nicely furnished, solid block guest home with dedicated off-street parking at your door, fast Wi-Fi, Smart TV's, kitchen, private patio with gas grill, in a quiet walkable neighborhood, 3 blocks to a park with an outdoor gym. ADD 2nd Bath w 8 Jet Jacuzzi soak tub, bidet, vanity, and Washer/Dryer ($25 per day, $25 cleaning per stay). OR ADD just Washer/Dryer access ($15 single use).

A cozy studio space is shown, featuring a spacious bed with a wooden headboard and striped bedding. A small dining table and chairs are set beside a rug, while a flat-screen TV hangs on the wall. Light enters through a window dressed with sheer curtains.

4.75 out of 5 average rating, 104 reviews

Spacious Luxury Studio with Private Entrance

Kick back and relax in this calm, stylish space. This Studio features its own private Entrance, Own bathroom and washer and dryer. It has a study desk, Kitchennet with Fridge, Microwave, Keurig and a dining table to meet all your needs. We have a queen bed and a futon to adjust your relaxing stay. It is attached to the main house, but is a place of its own. You have patio chairs to sit outdoors and your own parking. This place also has access to main house for full kitchen use.

A spacious living area features a large sectional couch positioned around a low coffee table. A wall-mounted TV displays a scenic image, while natural light enters through glass doors that open to an outdoor space with a ping pong table.

4.87 out of 5 average rating, 119 reviews

Sky Shower | Ping Pong | King Beds

Our Sunshine Stay includes 500mbps Wifi, 4 TV's equipped w/ Netflix, Hulu, Disney+. Parking for up to 2 cars, a full BBQ set, ping pong table and corn hole. - 10 min drive from Beach - Outdoor lounging and games - Located near countless bars, restaurants, grocery stores, gas stations etc. - Extremely safe and quiet neighborhood - Sound Insulated Home Theater - Onsite Parking for 2 Vehicles - Coffee Bar Feel free to save my listing to your wish list by tapping the corner heart!

An outdoor area features a putting green with blue flags, designed for practice, surrounded by artificial grass. Adjacent is a heated pool area, with clear water and a marked pool deck. A shaded section offers lounge furniture for relaxation.

4.9 out of 5 average rating, 125 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Looking for a beautiful pool home in St. Petersburg just 5 minutes from Florida's best beaches? This spacious 3BR, 2 bath home for 8 guests features a heated pool, ping pong table, dart board, putting green and pool basketball hoop. Enjoy fast WiFi, flat-screen TVs, and a fully equipped kitchen. The outdoor screened-in patio includes a comfortable sectional and smart TV, while the pool area boasts lounge chairs and furniture. Just 2 miles to the beach – perfect for relaxing.

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

4.91 out of 5 average rating, 293 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

The exterior of the single-family home showcases a well-maintained facade, complemented by lush tropical landscaping. A spacious driveway leads to a garage, while a private, fenced yard is visible beyond. Large windows allow natural light to brighten the interior, set against a clear blue sky.

4.88 out of 5 average rating, 114 reviews

Tropical Pool Resort– Close to Beach, Lake, Golf

Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desks, a stocked kitchen & fun extras like bikes, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!

The living area features a comfortable dark sofa and an armchair, complemented by a patterned area rug. A flat-screen TV is mounted on the wall. A round dining table with woven chairs is set with place settings, providing a welcoming atmosphere. Natural light enters through a large window.

4.95 out of 5 average rating, 251 reviews

The Flamingo House

Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!

A cozy sleeping area is characterized by a spacious bed layered with neutral-tone bedding and decorative pillows. Natural light enters through a window adorned with floral curtains. A round mirror is positioned above the headboard, reflecting the serene ambiance of the room.

4.94 out of 5 average rating, 110 reviews

Alextoria Retreat

Welcome to Seminole FL! A cozy 1 bedroom home that sleeps 4 conveniently. With a private yard to relax and bbq. Located near beaches, shopping and nightlife. Within minutes to dining and parks with playgrounds, fishing, walking/ jogging/ bike paths and serene views. A 9 minute (3.7 mile) drive to Madeira beach an 20 to 30 minutes to many other popular beaches. A 30 minute drive to Tampa (airport) A 22 minute drive to St Pete (airport) 30 min to downtown.

Popular amenities for house rentals in Bay Pines

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

4.99 out of 5 average rating, 137 reviews

Tootsie’s Beachside Retreat

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.

4.89 out of 5 average rating, 141 reviews

Hibernate in our Bear Creek Home

A dining area features a large wooden table set with white plates and woven placemats. Natural light fills the space from nearby windows, highlighting a modern kitchen in the background with white cabinetry and stainless steel appliances.

4.97 out of 5 average rating, 29 reviews

Fire Pit, Close to Beach, Shopping & Dining

A collage of images showcases the home’s features, including a spacious living room with a large TV, cozy bedrooms with colorful decor, and a refreshing pool surrounded by lounge chairs. Outdoor dining spaces, a BBQ grill, and vibrant landscaping enhance the inviting atmosphere.

4.92 out of 5 average rating, 39 reviews

Oasis St. Pete, Pool, Close to Beach/Downtown

A spacious outdoor area features a heated pool and a separate hot tub, both illuminated in soft blue light. A covered terrace provides shade, with comfortable seating options visible in the background. The landscape is accentuated by subtle stone textures and professional lighting.

4.93 out of 5 average rating, 89 reviews

Villa Kailāsa-Pool, 6 min drive to the Beach!

4.97 out of 5 average rating, 101 reviews

Private Pool & Short Drive to the Beach!

An inviting outdoor space reveals a heated pool surrounded by a spacious patio. Colorful pool floats add a playful touch, while lounge chairs and umbrellas provide shaded seating. A dining area is positioned nearby, and a gas grill sits ready for use.

5 out of 5 average rating, 44 reviews

4 Min. to Beach! Heated Pool & Spa!

4.94 out of 5 average rating, 128 reviews

Home in Largo

Swim-Out Bedroom, Waterfall pool! The Peace Place

Weekly house rentals

A bright orange sofa is arranged in a welcoming living area featuring decorative pillows and a neon sign reading 'A Bit Beachy.' Two table lamps provide soft lighting beside the sofa, and colorful oars are displayed on the wall above, enhancing the beach-themed decor.

4.95 out of 5 average rating, 20 reviews

Spacious and Short Drive to Beach

A bright sunroom features large windows adorned with striped curtains, allowing natural light to fill the space. A blue sectional sofa with decorative pillows offers comfortable seating, complemented by a white coffee table and side tables. Greenery is visible outside through the windows.

4.96 out of 5 average rating, 23 reviews

Florida Beachside Home

An inviting living area features a blue sectional sofa and light wood accent chairs. A coffee table rests on a circular area rug. Soft lighting from a floor lamp complements the natural light coming through nearby windows. Decorative wall art enhances the space's coastal charm.

5 out of 5 average rating, 10 reviews

Casita near Madeira Beach

A private entrance leads to a charming outdoor area featuring a landscaped garden with a mix of green plants and colorful flowers. Natural light filters through the screened porch, enhancing the inviting setting. Paved pathways complement the overall aesthetic.

4.91 out of 5 average rating, 89 reviews

Sun Casa * King Bed *3 miles 2 beach,2 beds 1 bath

An inviting outdoor gathering area is showcased, featuring a colorful bench adorned with vibrant murals. A fire pit is centered on a bed of pebbles, surrounded by plush seating. The backdrop is enhanced by string lights, casting a warm glow against the evening sky.

4.92 out of 5 average rating, 38 reviews

Casa Brisa - Htd. Pool-Unique Bungalows - Hot Tub

A modern living area is featured with a neutral color palette and wood-look flooring. A comfortable gray sofa is positioned beside a white storage unit with decorative pillows. A dining table with white chairs accommodates six. Beach-themed artwork enhances the atmosphere, accompanied by a wall-mounted TV.

4.98 out of 5 average rating, 99 reviews

Escape Paradise private relax backyard 6min beach

4.98 out of 5 average rating, 46 reviews

Home in Redington Beach

Guest Favorite! <2 minute walk to beach! Gameroom!

A tranquil backyard setting is showcased with expansive green grass and lush foliage. A large, moss-draped oak tree provides shaded areas near a quaint green home. The sky displays soft hues of pink and purple, enhancing the serene outdoor environment.

4.85 out of 5 average rating, 40 reviews

Charming historic home 5 minutes to the beach

Private house rentals

A bright and airy living area is furnished with a spacious beige sectional sofa adorned with colorful throw pillows. A natural fiber rug lies underneath a coffee table, which displays decorative items. Large windows allow natural light, and sheer curtains provide a soft, inviting atmosphere.

5 out of 5 average rating, 91 reviews

Madeira Family Home 4B|2BA Beach 5min

5 out of 5 average rating, 23 reviews

A sparkling pool sits in the center of a landscaped outdoor area, surrounded by comfortable lounge chairs and umbrellas. Adjacent to the pool, a covered patio offers a dining area, while a well-maintained lawn with vibrant greenery enhances the inviting atmosphere.

Home in Largo

Largo Palms Duplex-2BR/2BA + Heated POOL Unit B

The open-concept living area features a cozy sectional sofa, a large flatscreen TV mounted on the wall, and ceiling fans for comfort. A dining area with a wooden table and dark chairs is visible, creating a functional space for gatherings. Natural light filters through the windows.

4.9 out of 5 average rating, 10 reviews

3BR Retreat in St. Pete - Close to beaches

Home in Shipwatch Yacht Club

A welcoming living room features a blue sofa and two accent chairs, providing ample seating. Natural light flows through multiple windows, illuminating the light-colored walls and wooden floor. A large flat-screen TV is mounted on the wall opposite the seating area, while a colorful area rug adds warmth to the space.

5 out of 5 average rating, 14 reviews

Pool house 3 bed 2 bath, 1 mile from the beach

An inviting outdoor deck features two hanging wicker chairs, set against a backdrop of greenery and water. Soft lighting is provided by string lights overhead. A small pool is visible in the distance, completing the serene setting.

4.96 out of 5 average rating, 54 reviews

Heaven on the Water w/ Deck & BBQ | 5 min to Beach

The living room features a large wall-mounted TV displaying streaming options. A comfortable brown sofa and an accent chair provide seating, while a coffee table rests on a textured area rug. Light-colored curtains frame the window, allowing natural light to illuminate the space.

5 out of 5 average rating, 9 reviews

Dog-Friendly 1/1 Place. 5 Mins to the Beach!

An outdoor space features a fire pit surrounded by four light-colored chairs, set against a backdrop of blue sky and scattered clouds. The well-kept lawn and gravel driveway lead to the entrance of the duplex, bordered by lush greenery.

4.95 out of 5 average rating, 63 reviews

Hidden home with Private Firepit

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.