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House vacation rentals in Bay Pines

Find and book unique houses on Airbnb

Top-rated house rentals in Bay Pines

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

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Guest favourite
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.
Home in Euclid Place - St. Paul
4.91 out of 5 average rating, 158 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 :)

Superhost
A private inground pool is surrounded by a paved patio with lounge chairs and umbrellas for shade. The tranquil water reflects the sky, while tropical plants encircle the area, adding greenery to the serene outdoor space.
Home in Seminole
4.9 out of 5 average rating, 121 reviews

Relax in Family-Friendly comfort at Octopus Garden

Outdoor Paradise Private 10,000-gallon PebbleTec pool (up to 8 ft deep) Cantina bar for poolside refreshments Teak lounge seating & chaise chairs Weber propane grill + rolling cooler Resort-style umbrellas & lush landscape for sun or shade Fully Equipped Kitchen Stainless steel appliances, cookware & utensils Coffee station fully stocked Air fryer + blender for smoothies & cocktails Unique Octopus Garden dining area Living Room Large ultra-comfy sectional 70” Samsung Smart TV Boa

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
4.98 out of 5 average rating, 111 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
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 St. Petersburg
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.

Top guest favourite
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, 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.

Guest favourite
Home in St. Petersburg
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).

Top guest favourite
An open living room features a comfortable couch across from a wall-mounted smart TV. Bright walls enhance the space, with tropical-themed accents and a ceiling fan above. A spacious bedroom displays a queen bed with fresh linens, a mirrored closet, and large windows allowing natural light.
Home in Central Oak Park
4.97 out of 5 average rating, 190 reviews

Central location - mins to Downtown and Beaches

Rest assured, you’ll wake up close to all the excitement St. Petersburg has to offer! Perfect for solo travelers, couples, or small groups of friends and family, this cozy home is centrally located between downtown and the beaches—offering the ideal balance of fun and relaxation. 🚗 Quick Drive Times: • 8 min – Downtown St. Pete & The Pier • 12 min – St. Pete Beach • 25 min – Clearwater Beach • 25 min – Tampa & Airport Experience the best of St. Petersburg—scroll down to learn more!

Guest favourite
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
4.9 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.

Top guest favourite
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.
Home in North Kenwood
4.95 out of 5 average rating, 101 reviews

Kenwood Oasis

Message for open dates not on calendar. 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.

Guest favourite
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, 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!

Guest favourite
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
4.94 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.

Top guest favourite
The exterior of the duplex is showcased with a brick facade and a light blue roof. A small white door is centered under a decorative wall feature. Potted plants and a small bistro table with chairs sit on a grassy area, surrounded by trees.
Home in Gulfport
5 out of 5 average rating, 126 reviews

Peaceful Getaway Close to Amazing Beaches!

This property is nestled in a quiet neighborhood just a mile from the beautiful Gulfport Waterfront District. It’s the perfect place to get away and relax or work remotely! You’ll be minutes away from our awesome town of Gulfport, renowned beaches on the Gulf, gorgeous local parks and preserves, lots of artsy shopping spots, and dining options for every palette! This sanctuary is furnished with everything you might need!

Popular amenities for Bay Pines house rentals

When is the best time to visit Bay Pines?

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Avg. price$279 CAD$355 CAD$371 CAD$317 CAD$285 CAD$299 CAD$307 CAD$252 CAD$226 CAD$288 CAD$281 CAD$290 CAD
Avg. temp17 °C18 °C20 °C23 °C26 °C28 °C29 °C29 °C28 °C25 °C21 °C18 °C

Quick stats about house rentals in Bay Pines

  • Total vacation rentals

    Explore 120 vacation rentals in Bay Pines

  • Nightly prices starting at

    Bay Pines vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    120 of Bay Pines vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bay Pines rentals

  • 4.9 Average rating

    Bay Pines stays are highly rated by guests—averaging 4.9 out of 5!

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