
Holiday rentals with a pool in Bay Pines
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bay Pines
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!!

Pretty-n-Pink Mid Century Mod Pool/Beach Home
This home is a unique PINK experience--it's dressed to impress with "Old Hollywood" charm! 💖Sip cocktails poolside at the PINK saltwater pool or at the tiki bar! You'll fall in love with the PINK outdoor dining room, mid century PINK kitchen and the PINK guest bungalow! Each corner of this Airbnb is PINK and Insta-fabulous! A 5 min. drive to beaches and 22 mins to downtown. Optional heated pool for an additional cost! Check out my Airbnb profile--it has all 17 of our nearby vacation homes!

Central Cozy Cottage w/ Heated Pool & Hot Tub!
Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

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.

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
Wake up to bay breezes in our fully updated 1-bed condo just a quick drive from the sand. Enjoy a sparkling heated pool, soothing hot tub, free parking & blazing-fast Wi-Fi. Inside you’ll find a full kitchen, king bed, 2 smart TV's & a large private balcony for sunset vibes. See dolphins while sipping morning coffee. A 6-min drive to renowned Madeira Beach. Laundry in the unit, and & a gym on site. Superhost service—fast replies & local tips. Book now for an unforgettable coastal escape!

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.

Cozy Casita in NE St. Petersburg
Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

The Oasis
Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

🏝🏝Charming Bayfront Condo at Boca Ciega
This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Lux Condo w/ 2 balconies, Ocean & Marina views
This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Waterfront studio | Pool | hot tub | near beach
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!
Popular amenities for Bay Pines rentals with a pool
House rentals with a pool

Heated Pool, Fire Pit, Game Room | Tropic Vibes!

Palm Oasis | Heated Pool | Near Beaches

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

Beautiful & Exclusive house + Pool!

Swim-Out Bedroom, Waterfall pool! The Peace Place

Tropical Pool Resort– Close to Beach, Lake, Golf

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Retreat in St. Pete/ heated Pool - 5 mins to beach
Condo rentals with a pool

Florida Island Beauty@theBeach@Heated Pool

Gulf view Condo with pool in Clearwater/St. Pete

Modern and Cozy Condo 6 Minutes from the Beach !

Island Chic Cutie @theBeach@HeatedPool

Beautiful Studio on the paradise white sand beach!

Spectacular beach to bay views from this resort.

Royal Orleans at Redington Beach ( Studio 203 )

Stylish Madeira Beach Resort Gulf View John's Pass
Other holiday rentals with a pool

Beautiful Sunset and Bay Views

BOCA CIEGA Condominium - 107

Luxury Pool House

Casa Brisa - Unique Bungalows - Hot Tub - Games

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

Penthouse waterview condo near beach w heated pool

5 Min to Beach: FREE Heated Salt Pool - Hot Tub

Elegant Waterfront Place for Two/Boca Ciega Resort
Quick stats about holiday rentals with a pool in Bay Pines
Total rentals
120 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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