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House vacation rentals in Bay Pines

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Top-rated house rentals in Bay Pines

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A side view of the duplex showcases a light grey exterior with landscaped front yard featuring varied plants and stones. A small pathway leads to the entrance doors, with a driveway visible at the back of the unit. Nearby trees provide a natural setting.

4.85 out of 5 average rating, 143 reviews

SeaSalt Gray Cottage 1 - few miles to beaches

Enjoy a stylish experience at this centrally-located place near Florida's beautiful beaches. This private, pet-friendly apartment has been outfitted with a beach/coastal theme to inspire your relaxing stay, and we hope you will enjoy our little slice of lovely Florida. We are minutes away from the scenic John S. Taylor Park, an excellent place for a picnic and other outdoor activities. Belleair Beach, Indian Rocks Beach, and Clearwater Beach are all within the 6-mile radius of this property.

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

4.98 out of 5 average rating, 101 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 favorite

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.

Home in St. Petersburg

4.98 out of 5 average rating, 161 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.

Top guest favorite

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.

Home in Saint Petersburg

4.91 out of 5 average rating, 395 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.

Top guest favorite

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.

Home in St. Petersburg

5 out of 5 average rating, 180 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.

Home in Saint Petersburg

4.88 out of 5 average rating, 138 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).

An outdoor bar named Pat's Pub is featured, surrounded by tropical foliage. A pool with a light blue hue is visible in the foreground, complemented by a pink flamingo float. Seating areas include lounge furniture adorned with colorful cushions.

Home in Seminole

4.87 out of 5 average rating, 177 reviews

*POOL* Bar, Hottub, Central location

Welcome to Pat’s Pub House🌴 Pool, hot tub, & outdoor bar. Peaceful boho vibe. Kids fort with rock wall & sand box. TV you can watch from the pool! Movie projector room with huge comfy couch. This is our personal vacation home. We love it. We want all of our guest to love it too. Not your cookie cutter plain white box Airbnb. We have crystals, & art everywhere. Big dogs welcome. Short drive to Florida’s ~BEST~ Beaches, John’s Pass, Downtown St. Pete, & Airports. Central location.

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.

Home in St. Petersburg

4.89 out of 5 average rating, 122 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.

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.

Home in St. Petersburg

4.95 out of 5 average rating, 245 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.

Home in Seminole

4.93 out of 5 average rating, 107 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.

A cozy living area is depicted with a floral-patterned couch positioned near a TV. A potted plant adds greenery beside the white fireplace. Natural light flows through sheer curtains, illuminating the space, which features wooden flooring and a neutral color palette.

4.81 out of 5 average rating, 365 reviews

Cozy Beach Bungalow

Cozy bungalow located in a great location in Largo. Close to hospitals and beautiful beaches. Home is very comfortable with everything you need while on your business trip or vacation. Close to largo medical and the VA. Central to clear water and Saint Petersburg. Indian Rock beach is less than 5 minutes away. Parking also on premises. Easy hassle free self check in. Please read my reviews.

A cozy family room is highlighted by a bright red sofa and a light-colored loveseat, each adorned with decorative cushions. A wooden coffee table with a woven bowl sits in the center, while soft lighting enhances the inviting space.

Home in Pinellas Park

4.91 out of 5 average rating, 357 reviews

Lovely Home in Quiet Neighborhood!

This is a lovely home in quiet neighborhood. Beautiful wood laminate flooring, modern feel with wifi, 55" smart tv, Sleep Number queen bed and tv in master bedroom. Quick access to Tampa and St. Pete/Clearwater airports, beaches, nightlife and culture in St. Petersburg and Tampa plus shops, restaurants and malls. Getting around Tampa bay is a cinch from here!

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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Stylish accommodations with great services and amenities

Popular amenities for Bay Pines house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in St. Petersburg

4.88 out of 5 average rating, 138 reviews

Hibernate in our Bear Creek Home

Top guest favorite

The inviting pool area features a heated pool with clear turquoise water, surrounded by lounge chairs and a spacious pool deck. A dining area and outdoor kitchen can be seen, with a large TV mounted on the wall, creating a welcoming space for relaxation and entertainment.

4.97 out of 5 average rating, 149 reviews

Palm Oasis | Heated Pool | Near Beaches

Top guest favorite

A tranquil private backyard features a clear pool surrounded by concrete decking and lush landscaping. Lounge chairs are positioned near the water, with palm trees providing shade. A charcoal grill is visible on the side, and the home’s exterior is painted in soft, inviting tones.

Home in Seminole

4.95 out of 5 average rating, 111 reviews

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

A private pool area is surrounded by a screened enclosure, featuring a clear blue pool reflecting sunlight. Comfortable outdoor seating is arranged nearby, alongside a barbecue grill and lush palm trees, creating a relaxing outdoor environment.

Home in Seminole

4.9 out of 5 average rating, 100 reviews

Charming private pool home located near the beach

An inviting pool area is enclosed with a screen and features a unique shape. Clear water reflects the serene surroundings, while soft lighting hangs above. The patio is surrounded by a neat fence, ensuring privacy, and potted plants add a touch of greenery.

Home in St. Petersburg

4.83 out of 5 average rating, 126 reviews

Beautiful & Exclusive house + Pool!

A serene pool area features a gently flowing waterfall surrounded by lush tropical landscaping. The water is illuminated by soft lighting, reflecting the warm colors of a sunset. Comfortable loungers are positioned partially submerged in the inviting water.

4.93 out of 5 average rating, 117 reviews

Swim-Out Bedroom, Waterfall pool! The Peace Place

A private swimming pool is set within a fenced outdoor area, surrounded by tropical landscaping. Sunlight reflects off the water's surface, and a ladder provides easy access to the pool. The patio area features light-colored decking to facilitate relaxation and enjoyment.

Home in Seminole

4.88 out of 5 average rating, 114 reviews

Tropical Pool Resort– Close to Beach, Lake, Golf

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

4.93 out of 5 average rating, 134 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Weekly house rentals

Top guest favorite

A newly renovated outdoor area features a tranquil swimming pool surrounded by stone tiles and lush tropical plants. The bright blue water reflects the sunny sky above, while a dining table is positioned nearby, enhancing the welcoming environment of the space.

Home in St. Petersburg

5 out of 5 average rating, 18 reviews

Modern Coastal Retreat

Home in St. Petersburg

4.94 out of 5 average rating, 17 reviews

Spacious and Short Drive to Beach

Top guest favorite

A spacious living area features a brown leather couch complemented by a patterned area rug. A coffee table sits in front, and a tall plant adds a touch of greenery. A bright blue door and large windows allow natural light to fill the room.

Home in St. Petersburg

5 out of 5 average rating, 66 reviews

The Little Hideway

Home in St. Petersburg

5 out of 5 average rating, 13 reviews

The Hideaway - Quality stay at a cheaper price!

Top guest favorite

Home in St. Petersburg

5 out of 5 average rating, 9 reviews

Casita near Madeira Beach

Top guest favorite

Home in St. Petersburg

4.94 out of 5 average rating, 16 reviews

NEW Private Pool Close to Madeira Beach Golf Cart

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.

Home in St. Petersburg

4.75 out of 5 average rating, 97 reviews

Spacious Luxury Studio with Private Entrance

Top guest favorite

A charming single-story home is set amid lush greenery, featuring a light blue exterior. Two comfortable chairs are positioned on the covered porch, surrounded by vibrant plants. A walkway leads to the entrance, with a well-maintained lawn complementing the inviting atmosphere.

Home in St. Petersburg

4.98 out of 5 average rating, 59 reviews

Harmony Breeze by Madeira Beach

Private house rentals

Top guest favorite

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.

Home in St. Petersburg

5 out of 5 average rating, 89 reviews

Modern Madeira Home 4B|2BA Beach 5min

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.

Home in St. Petersburg

4.96 out of 5 average rating, 23 reviews

Florida Beachside Home

A comfortable living room features a spacious gray couch, positioned adjacent to a medium wooden coffee table. Natural light streams in through two windows, with light fabric curtains partially drawn. A television stands on an understated wooden unit, and a small side table holds a plant.

Home in St. Petersburg

4.94 out of 5 average rating, 53 reviews

Unit 2 St Pete Beach + Downtown St Pete Townhouse

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.

Home in St. Petersburg

4.9 out of 5 average rating, 10 reviews

3BR Retreat in St. Pete - Close to beaches

Top guest favorite

An inviting outdoor space features a jacuzzi and a cozy seating area. Greenery adorns the wall, complemented by decorative signs. A welcome mat lies at the entrance, while artificial grass provides a vibrant touch to the setting.

Home in Pinellas Park

5 out of 5 average rating, 80 reviews

Private Jacuzzi • Near St Pete Serenity Spa Escape

Home in Pinellas Park

4.92 out of 5 average rating, 24 reviews

Luxury Rustic Retreat Entire Home in Pinellas Park

Top guest favorite

A modern living area showcases a comfortable blue futon and a wooden dining table with grey upholstered chairs. A flat-screen television is mounted on a wall featuring a contemporary design. Light flows from a nearby window, enhancing the inviting space.

4.98 out of 5 average rating, 97 reviews

Newly Updated & Clean Vacation Home

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.

Home in St. Petersburg

4.96 out of 5 average rating, 50 reviews

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

Quick stats about house rentals in Bay Pines

Total rentals
120 properties
Nightly prices starting at
R691 ZAR before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
60 properties have a pool

Destinations to explore