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

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach
Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Five Star Beachfront Condo Newly Renovated
A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

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.

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.

Swim-Out Bedrooms, Waterfall pool, Peace Place
Unique tropical oasis complete with 2 swim out bedrooms, Tiki Hut and tiki bar! LGBTQIA + welcome! Hablo Español. Pet haven. Tropical Airbnb retreat! Our unique resort-style heated PRIVATE pool with waterfalls and dual sun-shelves, / in pool loungers, surrounded by lush landscaping, is a private oasis. 3 bedrooms, with Large 3rd bedroom with 2 queen beds At night the outdoor space comes alive with pool and landscape lighting! You wont want to leave the house!

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!

UPDATEDVacation condo! HEATEDpool3 miles to beach
Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

Splash House - Relaxation Haven/Private Pool
Cozy Home in Largo Florida just 10 minutes from Indian Rocks beach and about 15 min from Clearwater Beach. Take time to relax in the comfort of this vacation home and be at ease while you spend time with your family. Peaceful and centrally-located. There is no neighbor behind because it connects to the Pinellas trail which offers miles and miles of uninterrupted biking and running. There is a delicious restaurant just a few blocks away called Latin Bowl.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

The Palm House | Free Heated Pool!

4BR-Heated Pool-Sauna-Fire Pit-Beach<5 Min-Theater

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Winter Getaway, Amazing Location and Amenities

The Palm Haus • Heated Pool • Near Beach • Games

Sundaze- King Beds - Fully Stocked - Htd. Pool

Heated Pool Gulf Coast Retreat • 8 Mins to Beaches
Apartment rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

COASTAL CHIC! Luxury Apartment with Oceanviews

Ocean Breeze • Easy - Heated Pool Access

Lux Condo w/ 2 balconies, Ocean & Marina views

Tiki Themed Waterfront Condo on Tampa Bay

Modern and Cozy Condo 6 Minutes from the Beach !

Amazing views on beachfront

Spectacular beach to bay views from this resort.
Other holiday rentals with a pool

Paradise by the Park

HUGE Salt POOL,Park Views,Modern Open Concept,3B2B

Tropical Lux Retreat | Heated Pool/Speakeasy/Beach

Tropical Paradise - Private Pool, Spa & BBQ !

Paradise Palms - Private Pool Oasis - St. Pete

Everything You Need - St Pete Condo - Isla Del Sol

5 min to BEACH! | 4BR w/ Pool, Hot Tub, Mini Golf

5Mins 2 Beach~HeatedPool~Trampoline~HotTub~Theater
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Things to do Pinellas County
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- Nature and outdoors Pinellas County
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- Things to do Florida
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