
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.

Colorful Tropical POOL Oasis- 5 Minutes to Beach
Presented by "ST PETE VACATION HOMES". Explore our 15 Airbnb homes online or on our Airbnb profile. Home sleeps 8 guests. FEATURES: * an open floor plan * vibrant, colorful home OUTSIDE FEATURES: * saltwater pool w/ optional pool heater * covered lounge seating + tv + beverage fridge * fire pit * propane grill * plentiful poolside chairs LOCATION: • Madeira Beach~6 minutes • Walmart, Restaurants + Coffee ~2 minutes • John’s Pass Village & Boardwalk~9 minutes • Downtown St. Pete~25 minutes

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.

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!!

Private waterfront balcony, heated pool, hottub
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

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.

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.

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.

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.

Tropical Pool Resort– Close to Beach, Lake, Golf
Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desks, a stocked kitchen & fun extras like bikes, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Lovely-2 bedroom condo with 2 pools, Madeira beach
This centrally-located, friends and family friendly, condo on the water is a must stay! The most beautiful Gulf Coast beach sits right across the street. Beach access is a short walk from the gated Madeira Beach Yacht Club! Just 2 miles from the world famous Johns Pass full of shops, bars and dozens of different dining and late-night spots. This complex has 2 swimming pools, hot tub, gym, and is located on the intercoastal waterway. Your beach oasis awaits!

Two Bedroom Pool View Condo in Seminole
Fantastic pool view Two Bed/Two Bath condo in gated community centrally located in southern Pinellas county. Enjoy the pool or just lounge around! 40 minutes to Tampa Airport, 20 minutes from downtown St. Petersburg, 10 minutes to the beaches. Fully equipped kitchen and washer/dryer inside the condo for your use. Third floor condo (stairs only) with vaulted ceilings and no one above you.
Popular amenities for Bay Pines rentals with a pool
House rentals with a pool

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Lovely 2 bedroom/2 B Villa 15 minutes near beach.

Coastal Canopy | Pool, Hot Tub & Big Yard

Splash House - Relaxation Haven/Private Pool

Redington Beach near beach on ICW w/pool & dock

Palm Oasis 2/2 Serene Backyard Private Poolside

4 Min. to Beach! Heated Pool & Spa!

Heated Pool l BBQ | Karaoke | Outdoor Projector
Apartment rentals with a pool

Lux Condo w/ 2 balconies, Ocean & Marina views

Beachfront balcony view heated pool hot tub

Modern and Cozy Condo 6 Minutes from the Beach !

Beautiful Studio on the paradise white sand beach!

The Seascape Premier Beachfront Cottage-Gulf View

Beach, dolphin/manatee sightings, fishing, sunsets

*Shore Thing* Walk to Beach | Intercoastal Views

Guest Favorite | Beach • Pool • Intracoastal
Other holiday rentals with a pool

Enjoy Sunsets On Private Balcony & Heated Pool!

Bay View, Pool, 5 min St Pete Beach @ Dolphin Bay

Epic Indoor Slide! Pool|Hot Tub|Mini Golf|Fire Pit

Minutes from the Beautiful Sandy Beaches!

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

*Newly Listed*The South Wing w/ Saltwater Pool

The Harbor Condo Beach Escape!

Mad Beach Bungalow-Heated Pool, 4 Mins to Beach
When is the best time to visit Bay Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £151 | £192 | £211 | £181 | £158 | £169 | £172 | £141 | £129 | £139 | £147 | £169 |
| 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 |
Quick stats about holiday rentals with a pool in Bay Pines

Total holiday rentals
Explore 130 holiday rentals in Bay Pines

Nightly prices starting at
Bay Pines holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 7,700 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 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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