
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.

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

St Pete Casita Studio with Salt Water Pool & Yard
Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

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!!

Waterfront condo w heated pool and 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.

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!

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.

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.

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.

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.

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Amazing value 2 bedroom 1 bath condo! 2 miles to Indian Shores beach. Nicely Updated gated condo with gym, tennis courts, large pool and pet friendly! High ceilings! We have everything that you need for a comfy perfect vacation! Beautiful condo featuring granite counters, tile floors, nice tennis court / green scape view! King master bed,queen guest bedroom & queen sofa couch. Our condo is stocked with everything for a NICE VACATION!
Popular amenities for Bay Pines rentals with a pool
House rentals with a pool

Hibernate in our Bear Creek Home

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

Gorgeous Heated Pool House Near Gulf Beaches!

Oasis St. Pete, Pool, Close to Beach/Downtown

Waterfront Luxury | Sunset Views, Pool & Dolphins

Villa Bella with Heated Pool

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Pool home with beach a few minutes away
Apartment rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Breathtaking Waterview Condo!

COASTAL CHIC! Luxury Apartment with Oceanviews

Seasalt Breeze, by the pool, NO PETS

Waterside Studio in the heart of TI, walk to beach

Boho Beach Condo

Intercostal Hidden Gem Beach Pool & Dock Fish'n

Beach Front Madeira Beach
Other holiday rentals with a pool

Brand New condo with water views, Pool/Beaches

BOCA CIEGA Condominium - 107

Luxury Pool House

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

Penthouse condo w heated pool, beautiful view

ST Urban Oasis heated pool

Dolphin Views and Resort Pool!

4 Min. to Beach! Heated Pool & Spa!
When is the best time to visit Bay Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 SGD | $340 SGD | $374 SGD | $319 SGD | $280 SGD | $299 SGD | $305 SGD | $249 SGD | $228 SGD | $319 SGD | $273 SGD | $283 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 120 holiday rentals in Bay Pines

Nightly prices starting at
Bay Pines holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 6,920 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
120 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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