
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.

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!!

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!
This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping coffee, or while enjoying a glass of wine with the sunset! A 6-minute drive to Madeira Beach, close to all amenities, many restaurants nearby, incl. Doc Ford's next door, rated #1, shopping 7 mins. Lots to do; close to fishing including deep sea, jet skiing. 1 bedroom w/KING bed, comfy QUEEN pull-out; SLEEPS 4.

Colorful Tropical POOL Oasis- 5 Minutes to Beach
Presented by "ST PETE VACATION HOMES" — explore our 15 nearby homes on our profile or online! ⭐️Highly rated home by past guests. * 2BR + 1 Full Bath(sleeps 8) * open floor plan * vibrant, colorful & cozy home OUTSIDE FEATURES: * saltwater pool w/ optional pool heater * covered lounge seating + tv + bev fridge * fire pit * propane grill * plentiful poolside chairs LOCATION: • madeira beach – ~5 minutes • john’s pass village & boardwalk – ~8 minutes • downtown st. pete – ~25 minutes

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 !

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!

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf
☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!
Popular amenities for Bay Pines rentals with a pool
House rentals with a pool

5-Min to Beach • Pool • Beach Gear • Family House

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

*Newly Listed*The South Wing w/ Saltwater Pool

Mad Beach Bungalow-Heated Pool, 4 Mins to Beach

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

Stunning views! Spot dolphins from the pool!

Redington Beach near beach on ICW w/pool & dock

4 Min. to Beach! Heated Pool & Spa!
Apartment rentals with a pool

Lovely-2 bedroom condo with 2 pools, Madeira beach

Lux Condo w/ 2 balconies, Ocean & Marina views

Beachfront balcony view heated pool hot tub

Beach Front Gulf View at John’s Pass Medeira Beach

Two Bedroom Pool View Condo in Seminole

Spectacular beach to bay views from this resort.

Beach, dolphin/manatee sightings, fishing, sunsets

*Shore Thing* Walk to Beach | Intercoastal Views
Other holiday rentals with a pool

Beautiful Sunset and Bay Views

4-Bed Private Home w/ Pool – 7 Min to Beach & Golf

Sunsets! Waterview Balcony, Hot Tub & Heated Pool

Luxury Beach Condo - 3BR/3BA

The Harbor Condo Beach Escape!

peace & quiet & relax on Boca Ciega bay!!

Coastal Canopy | Pool, Hot Tub & Big Yard

Updated w/Pool - 6 min 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 | $261 SGD | $332 SGD | $365 SGD | $312 SGD | $274 SGD | $293 SGD | $298 SGD | $243 SGD | $223 SGD | $241 SGD | $253 SGD | $293 SGD |
| 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 $38 SGD 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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