
Vacation rentals with a pool in Pinellas County
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Top-rated rentals with a pool in Pinellas County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Southern Bliss! Beautiful 2br & 2 full bathroom.
This newly remodeled condo is on the ground floor with free parking at your front door with 2 bedroom, 2 full baths. A super comfy memory foam king and two quality twin beds in 2nd bedroom. Great for families with lots of amenities. Across the street is a large park with play structures and walking trails. 6 min to Indian Rocks beach and the gulf coast with fantastic shopping/dining nearby. This is a peaceful, location with an on-site pool, 4 Lawn chairs, beach towels, cooler also provided!

Everything You Need - St Pete Condo - Isla Del Sol
Welcome to your beach vacation home at St. Pete. Pack light - we have everything you need for the beach and pool. Located on the 12th fairway of Isla Del Sol Yacht & Country Club's 18-hole championship golf course. Wake up to sunshine and views of the fairways, greens and ponds. Enjoy our recently remodeled and furnished 2-BR condo. You will be two miles from St. Pete Beach and only minutes away to downtown St. Petersburg, Clearwater, Treasure Island, Tierra Verde, and Fort DeSoto beaches.

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!!

Captain's Cove Waterside Condo 103 We are open!
Relax and enjoy the intracoastal and beach lifestyle at this 2 bed 2 bath condo that sleeps up to five in Indian Shores. Features an intracoastal view from the living room as well as the master bedroom. We are also just steps away from the beach! Condo features a very open floor plan with a fully stocked kitchen, dining/game table, plus breakfast bar. The living room has large glass doors and extra long balcony to enjoy the water view. Also has a community dock, and heated pool with restrooms.

Lavish Heated Saltwater Pool Home Mins. to Beach
Paradise awaits in this stunning & pristine 4-BR heated saltwater pool home! Centrally located to many restaurants, stores, and entertainment while only 4 mins from the beach! Private backyard and huge covered patio deck that wraps around the pool. Gracious updates throughout with all of the amenities for a perfect vacation—from the relaxing outdoor lounge space and BBQ grill to the expansive dining table for 12, bars, TV's, firepit, and even an outdoor ping-pong table for hours of family fun!

FL Gem! XL-Pool | Pickleball | B-Ball & More!
Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

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.

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.

Cozy Casita in NE St Petersburg
Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

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

Lovely 2 bedroom/2 B Villa 15 minutes near beach.
Experience the ultimate in relaxation at this newly renovated 2 bedroom, 2 bathroom villa, perfectly situated just a short drive from the shoreline. Property includes, community pool tennis and basketball court. 7 miles to Madeira Beach 7.8 miles from St Petersburg/Clearwater (PIE) Airport 10 miles to St Petersburg Beach 12 miles to Clearwater Beach 16 miles to downtown St Pete 18 miles from Tampa International Airport(TPA) 30 miles to Busch Gardens

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

The Palm House | Free Heated Pool!

Largo Palms Duplex-2BR/2BA + Heated POOL Unit B

Canal views, weekly and monthly Discounts

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

The Flamingo Oasis | Bowling, Heated Pool, Hot Tub

The Palm Haus • Heated Pool • Near Beach • Games

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

5 Min to Beach: FREE Heated Salt Pool - Hot Tub
Condo rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

Relax in a Newly Renovated Beach Front Paradise

"Jewel At The Shores" Gulf Front, sleeps 5

Ocean Breeze • Easy - Heated Pool Access

Gulf view Condo with pool in Clearwater/St. Pete

Tiki Themed Waterfront Condo on Tampa Bay

Modern and Cozy Condo 6 Minutes from the Beach !

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

Farm House Tiny Home on Pinellas Trail w/ Heated P

CasaBella

Waterfront Luxury Estate | HTD Pool, Dock, BBQ

Sandy Toes, Happy Vibes elevator & pool

Beach 1 mi | Heated Pool | Fire Pit |15% off March

Coastal Cottage

Hannah’s beachside resort Saltwater Heated Pool

415 Home Relaxed Coastal Living Near Beach & Park
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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
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- Things to do Florida
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