
Vacation rentals with a pool in Bay Pines
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Bay Pines

Total vacation rentals
Explore 130 vacation rentals in Bay Pines

Nightly prices starting at
Bay Pines vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 6,010 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 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!
Top-rated rentals with a pool in Bay Pines
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sunny St. Pete Getaway with Dolphins
Escape to this stunning waterfront luxury condo, perfectly situated just minutes from beaches, shops, and restaurants. Enjoy spectacular Bay views from your private large balcony, or unwind by the heated pool and spa overlooking the water. ✨ Resort-Style Amenities – Heated pool, spa, fitness center & outdoor dining area withBBQs ✨ Comfort – queen platform bed & firm mattress, bathtub/shower, fully equipped kitchen, new washer/dryer combo in-unit ✨ Dining – Doc Ford’s Rum Bar & Grill next door.
4.87 out of 5 average rating, 122 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!!
4.95 out of 5 average rating, 158 reviews
Surf’s UP! Pool, Cabana & Poolside bungalow!
Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Home sleeps 8 guests. OUTDOOR FEATURES: * adorable guest bungalow * saltwater pool w/ optional heater * large tiki hut w/ lounge seating, TV & beverage fridge * lounge seating w/ TV * bar top seating * propane grill * tropical foliage LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~1 minute WALK!😇 • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes
4.96 out of 5 average rating, 250 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.
4.96 out of 5 average rating, 184 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.
5.0 out of 5 average rating, 229 reviews
Villa Kailāsa-Pool, 6 min drive to the Beach!
Welcome to heaven on earth! This stylish modern ranch features 3 comfy bedrooms, 2 baths, elegant living and dining spaces, a full kitchen, office nook, and 3 smart TVs. Designed for families, it includes a crib, toys, bikes, beach gear, arcade basketball, and laundry. Slide open the doors to your private oasis—featuring a brand-new heated pool (78–83ºF, 8 AM–10 PM) perfect for relaxing, playing, and making lasting memories in comfort and style. We can’t wait to host you!
4.93 out of 5 average rating, 107 reviews
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.
4.98 out of 5 average rating, 297 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.
4.9 out of 5 average rating, 161 reviews
🏝🏝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.
4.79 out of 5 average rating, 236 reviews
Waterfront condo on top floor, pool and hottub
Spectacular water views from this TOP FLOOR condo, 30 feet from the water! Enjoy sunsets from your PRIVATE 20 FOOT BALCONY, and with a little luck watch the dolphins at the same time. Living area, dining area, full kitchen, laundry, bedroom 40 inch TV in living area. Pool, hot tub, BBQ area, fishing pier. Quietest building in complex. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete, Treasure Island.
4.93 out of 5 average rating, 110 reviews
Waterfront studio! Heated pool and hottub
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!
4.95 out of 5 average rating, 149 reviews
Breathtaking Waterview & Pool View Condo
Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.
4.86 out of 5 average rating, 335 reviewsPopular amenities for Bay Pines rentals with a pool
House rentals with a pool

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf
4.98 out of 5 average rating, 192 reviews
Hibernate in our Bear Creek Home
4.91 out of 5 average rating, 190 reviews
Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade
4.93 out of 5 average rating, 122 reviews
🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍
4.95 out of 5 average rating, 128 reviews
Stunning Lakefront-King bed - 10 min to beaches
4.91 out of 5 average rating, 185 reviews
Private Oasis/Heated pool/5 min. to Mad Beach
4.96 out of 5 average rating, 26 reviews
Madeira Beach Home - Private Pool-Golf Cart
4.98 out of 5 average rating, 40 reviews
Saint Pete•Private•Pool•5 Minutes to the Beach
4.88 out of 5 average rating, 8 reviewsCondo rentals with a pool

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
4.96 out of 5 average rating, 312 reviews
Rincón Divino MB 2 Balconies, Ocean & Marina Views
4.99 out of 5 average rating, 243 reviews
Beachfront Condo in Exclusive Resort
4.86 out of 5 average rating, 672 reviews
Steps to Johns Pass+Beach | Water View | Htd. Pool
4.99 out of 5 average rating, 101 reviews
Updated Condo-Heated Pool-Private Balcony
4.95 out of 5 average rating, 132 reviews
Penthouse Water View, Pool, @ Johns Pass!
4.97 out of 5 average rating, 185 reviews
Penthouse,intercoastal, 3/3 views/heated pool
4.94 out of 5 average rating, 118 reviews
Steps to beach with Marina Sunsets – 3 -Bed condo
4.84 out of 5 average rating, 131 reviewsOther vacation rentals with a pool

The Oasis
4.91 out of 5 average rating, 199 reviews
Forever Sunshine - Fully Renovated
4.94 out of 5 average rating, 112 reviews
Private Beachfront 2BR BUNGALOW*POOL*PETS ok
4.97 out of 5 average rating, 206 reviews
Colorful Tropical Pool Oasis * 5 minutes to Beach
5.0 out of 5 average rating, 11 reviews
Coastal Pool House – 5 Mins Drive to Madeira Beach
4.96 out of 5 average rating, 24 reviews
Bliss on the Bay, Bay Pines, St. Petersburg, FL US
5.0 out of 5 average rating, 37 reviews
The Pondside Palms | Pool | 2 Mi Beach | Sleeps 9
4.72 out of 5 average rating, 18 reviews
The Walters
5.0 out of 5 average rating, 30 reviewsWhen is the best time to visit Bay Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €196 | €243 | €295 | €246 | €198 | €193 | €204 | €167 | €153 | €165 | €174 | €201 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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