Vacation rentals in Bay Pines

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Top-rated vacation rentals in Bay Pines

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

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Top guest favorite
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
4.94 out of 5 average rating, 108 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.

Top guest favorite
A living area features a light-colored sofa and armchairs arranged around a chic coffee table. A television is mounted on the wall, and large sliding glass doors provide views of the outdoors. A decorative plant and a lamp add warmth to the space.
Condo in Isla del Sol
4.97 out of 5 average rating, 31 reviews

Everything You Need - St Pete Condo - Isla Del Sol

Welcome to your beach vacation home at St. Pete. Pack light - we have everything you need for the beach and pool. Located on the 12th fairway of Isla Del Sol Yacht & Country Club's 18-hole championship golf course. Wake up to sunshine and views of the fairways, greens and ponds. Enjoy our recently remodeled and furnished 2-BR condo. You will be two miles from St. Pete Beach and only minutes away to downtown St. Petersburg, Clearwater, Treasure Island, Tierra Verde, and Fort DeSoto beaches.

Top guest favorite
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
4.95 out of 5 average rating, 138 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!!

Guest favorite
A bright kitchen area features white cabinetry complemented by tiled backsplash and modern appliances. A simple bar table with two stools is positioned near a window, while decorative letters spelling 'HOME' adorn the wall. Natural light enhances the welcoming atmosphere.
Guesthouse in St. Petersburg
5 out of 5 average rating, 17 reviews

Welcome Home! 1br Suite Close to Beach & Downtown

Whether you're Relocating, Vacationing, Working or Just Visiting, this cozy, completely private, guest suite is the perfect place to call home. Featuring a fully stocked kitchen, this comfortable 1 Bedroom/1 Bath is situated right in the middle of St. Pete - a short 12 minute drive from downtown and the gorgeous new Pier, as well as 12 minutes to the #1 Beach in the country - St. Pete Beach. Comfortable and clean, you've found a great place for an affordable and fun stay - Go ahead and book!

Guest favorite
A regulation-size pickleball court is featured, highlighted by a net at the center. Several colorful paddles are arranged next to two yellow pickleballs, set against a backdrop of a clear sky and a white fence.
Home in St. Petersburg
4.96 out of 5 average rating, 103 reviews

You Belong on a Court ! 5-min to Beach-Food-Shops

Play Pickleball while family and friends look on from the large covered deck with the outdoor movie projector playing a favorite movie or show. White sandy beaches are a quick 5-min drive away. Thoughtfully designed to honor the local artsy, eclectic, and beach vibe that defines nearby St. Pete downtown. Easy access to downtown St. Pete, restaurants, breweries, cafes, museums, and nightlife the area is known for. Perfect for anyone looking for a memorable vacation and the best of St. Pete!

Top guest favorite
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 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 St. Petersburg
4.91 out of 5 average rating, 412 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
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.

Superhost
A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.
Tiny home in Gulfport
4.91 out of 5 average rating, 248 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile 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 the St Pete pier.

Top guest favorite
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, 108 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 favorite
Apartment in St. Petersburg
4.98 out of 5 average rating, 131 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.

Top guest favorite
A spacious living area is presented with a comfortable sectional couch adorned with patterned cushions. A 65-inch Smart TV mounted on the wall displays a beach scene, while natural light filters through two windows. A modern coffee table complements the design.
Home in Seminole
4.99 out of 5 average rating, 124 reviews

Newly Renovated • Close to Beaches • Firepit

This spotless newly renovated 3BR/2BA home features a large private fenced in backyard/patio, firepit, propane grill and two chaise lounge chairs all with a tropical vibe! Centrally located and just minutes to several of Florida top beaches: Madeira, Indian Shores, Redington, Indian Rocks, St. Pete Beach & Clearwater Beach. Tampa, St. Pete, Clearwater, Dunedin, and Gulfport are all a short drive. Come relax, explore, and enjoy everything this beautiful area has to offer!

Popular amenities for Bay Pines vacation rentals

When is the best time to visit Bay Pines?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,284 GYDG$46,652 GYDG$51,882 GYDG$42,468 GYDG$37,238 GYDG$38,493 GYDG$40,376 GYDG$33,891 GYDG$30,125 GYDG$31,171 GYDG$32,217 GYDG$38,075 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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 vacation rentals in Bay Pines

  • Total vacation rentals

    Explore 210 vacation rentals in Bay Pines

  • Nightly prices starting at

    Bay Pines vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Bay Pines vacation rentals include wi-fi 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Bay Pines