Holiday rentals in Bay Pines

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Top-rated holiday rentals in Bay Pines

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

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Top guest favourite
A spacious living area features a large TV mounted on a green accent wall, complemented by wooden flooring. Natural light enters through a window adorned with flowing curtains. A coffee table sits at the center, surrounded by comfortable seating and a decorative plant.
Home in St. Petersburg
4.95 out of 5 average rating, 112 reviews

Charming Of Sand and Sea Home

Make yourself at home in this charming and relaxed house in a quiet family neighborhood. Every detail has been thought out with brand new modern furnishings. The living/dining/kitchen area is spacious with lots of natural light, and can easily accommodate 4-8 guests. A stocked kitchen is open to the living & dining areas equipped with refrigerator and dish washer. There is a full-size washer and dryer. All bed/bath/kitchen/beach linens are supplied. Large driveway available for free parking.

Guest favourite
An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.
Villa in St. Petersburg
4.94 out of 5 average rating, 140 reviews

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Top guest favourite
A modern kitchen space features a marble countertop with two bar stools. Colorful wall art adorns the light-colored walls. Pendant lights hang above, casting a warm glow over the dining setup with turquoise dishes and a fruit bowl in view.
Guest house in Seminole
4.96 out of 5 average rating, 227 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Top guest favourite
Home in St. Petersburg
4.98 out of 5 average rating, 168 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 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, 413 reviews

Colorful Tropical POOL Oasis- 5 Minutes to Beach

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.

Guest favourite
The bedroom features a spacious bed covered with a light blue quilt and decorative pillows. Two bedside tables with lamps are positioned beside the bed. Windows with light curtains allow natural light to fill the room, accentuating the neutral wall color and warm wooden floor.
Home in St. Petersburg
4.91 out of 5 average rating, 116 reviews

Comfortable House for families near beaches

Our bright & open home is perfect for a family vacation, warm escape for remote workers or seasonal stay! Spacious bedrooms, 2 full baths, well-equipped kitchen, washer/dryer and large fenced yard in quiet neighborhood provide the comforts of home. A short drive to all St. Pete has to offer! - Beach: 12 min - Downtown restaurants, museums, shopping: 20 min - Walter Fuller Park/Pool: 6 min - Publix grocery or Target: 4 min - Disney: 90 min - Busch Gardens: 40 min - Tampa Airport: 30 min

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
4.99 out of 5 average rating, 198 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
A light-filled studio space features a comfortable bed along with a simple wooden table and chairs. A mounted TV is present on the wall, and a plant adds a touch of greenery. The flooring consists of neutral tiles, enhancing the spacious feel of the room.
Tiny home in St. Petersburg
4.91 out of 5 average rating, 181 reviews

King Bed Studio | Outdoor Kitchen | Free Parking

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Top guest favourite
A welcoming porch area is seen, featuring two white rocking chairs and a small side table. Lush greenery and blooming flowers surround the space, while a door leads inside. Light reflects off the stone flooring, complementing the vibrant green walls.
Home in Largo
4.98 out of 5 average rating, 108 reviews

Walk to beach shops food drinks “The Inbetween”

This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Top guest favourite
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.
Home in Seminole
4.98 out of 5 average rating, 112 reviews

Escape Paradise private relax backyard 6min beach

You will be staying at private modern, very clean newly renovated duplex with mini split a/c and private entrance with keypad and parking space. Kitchen: 2 burners, toaster oven, fridge with freezer, microwave, keurig and drip coffeemaker, toaster, all basic utensils, pots and pans and dinning table. Bedroom: Queen size bed, two closets, work desk, Tv: Roku Living room: sofa and Tv with Roku Bathroom: big shower, toilet, towels, shampoo, soap Beach chairs, umbrella

Top guest favourite
Flat in St. Petersburg
4.98 out of 5 average rating, 133 reviews

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Guest favourite
A serene outdoor space features a heated saltwater pool surrounded by a screened enclosure. Lounge chairs are positioned poolside, and a children's swing set is visible in the background. The vibrant sunset creates a warm ambiance over the tranquil setting.
Home in Seminole
4.95 out of 5 average rating, 133 reviews

Sleeps 8 Near Beach | Pool + Game Retreat

Discover your tropical retreat at Paradise Palms in Seminole! This newly renovated, pet-friendly home features a game room, outdoor dining, and a sparkling, saltwater swimming pool - with heating provided at no extra cost. mid Oct- April. Just minutes from Madeira Beach, we've equipped you with all the beach essentials for your convenience. Professionally hosted by Tropical Oasis, FL, we've meticulously prepared all the essentials to ensure a memorable stay.

Popular amenities for Bay Pines holiday rentals

When is the best time to visit Bay Pines?

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Avg. price$234 SGD$286 SGD$318 SGD$260 SGD$228 SGD$236 SGD$247 SGD$208 SGD$184 SGD$191 SGD$197 SGD$233 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Bay Pines?

    Bay Pines has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Bay Pines?

    Experience the best of Bay Pines with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Bay Pines?

    Four-legged friends are welcome in Bay Pines. Choose from more than 90 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Bay Pines?

    Yes! Work meets play with ease at over 110 vacation rentals in Bay Pines featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Bay Pines house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 house rentals with pools in Bay Pines, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Bay Pines have air conditioning?

    Absolutely! We offer over 120 house rentals with air conditioning in Bay Pines. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Bay Pines have a kitchen?

    Absolutely! We offer over 40 condo rentals with a kitchen in Bay Pines. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Bay Pines have wifi?

    Absolutely! We offer over 40 condo rentals with wifi in Bay Pines. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Bay Pines have free parking?

    Absolutely! We offer over 40 condo rentals with free parking in Bay Pines. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Bay Pines?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, over 40 homes with a kitchen, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Bay Pines

  • Total holiday rentals

    Explore 210 holiday rentals in Bay Pines

  • Nightly prices starting at

    Bay Pines holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    210 of Bay Pines holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bay Pines rentals

  • 4.8 Average rating

    Bay Pines stays are highly rated by guests – averaging 4.8 out of 5!

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  5. Bay Pines