
Holiday 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.

3 Bedroom House with pool, 10 min from the beach
WOW! Your dream CONTEMPORARY POOL home away from home is complete with an ENTIRELY remodeled interior and revived landscape. Please be aware NO PARTIES! 3 bedroom/2 bath, the home offers upgrades throughout the kitchen, dining, family, master bathroom and living rooms. The beautiful home also includes BRAND NEW stainless steel appliances. Within the open floor plan there is a smooth transition from the kitchen to the spacious and perfect for entertaining family room equipped with a wood burning fire place. The master bedroom has an "on suite" bath and walk-in closet while the two other bedrooms are on the opposite side of the home for privacy. Maximum 6 adults ( we can consider two more kids, reservation required). No more than 3 cars. Please note, we have security cameras outdoors and in the garage. We have 1 camera in front of the house, 2 cameras at the backyard (one near the pool equipment and another one near the pool), also 1 camera located inside the garage. There are motion detector cameras. All the cameras are in use and recording video 24/7 during your stay. FENCED-IN backyard gives privacy while enjoying time in the pool and wooden deck. Located in a cul-de-sac, the neighbor offers a peaceful and relaxing atmosphere with friendly neighbors. Hot tub works only during winter time( per request only). Additional fee may apply. LOCATION LOCATION, LOCATION, Home located in the heart of the Pinellas county, closer to the beach, mall, restaurant, all the necessities you can think of.

JOJO'S Beachside 1Acre Estate-New Heated Pool
LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

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!

The Palm House | Free Heated Pool!
Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

[Guest Favourite] Family Fun Getaway | Heated Pool
Discover your ideal getaway, complete with all your dreams come true! Located just minutes from stunning beaches & conveniences, this fantastic home offers endless fun! From a heated pool, hot tub, and 2 person hammock, to a fire pit, BBQ, and a fully-equipped kitchen for your delight! Your family will be close to everything when you stay at this centrally-located home. 1 min to Largo Tennis Courts, Olympic size pool, baseball 8 min to Independence Square 5 min to beach 4 min to laundromat

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool
Experience luxury and comfort in this fully remodeled 3BR home, just a 10-minute walk to the beach. Enjoy a brand-new saltwater heated pool, an open-concept floor plan, and spacious screened porches. The home boasts a modern kitchen, updated bathrooms, new flooring, and a new roof. Fully stocked with all essentials for a seamless family vacation, from kitchen tools to beach gear. Relax in the screened outdoor lounge and dining area for the perfect retreat. Max 6 guests | No pets allowed

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍
Welcome to your beautiful and spacious rustic coastal-style oasis! Perfect for up to 8 guests. This immaculate updated home is located in Rustic Pines - a quiet area close to Indian Rocks Beach and the new Seminole Shopping Center. Enjoy your private backyard with a pool and luscious landscaping. Walk to shopping, dining, entertainment, and park with trails. 7 min to Largo Golf Course and only 9 min to Splash Harbor Water Park. Every effort has been made to make your vacation memorable!

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

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.

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!
Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

4BR-Heated Pool-Sauna-Fire Pit-Beach<5 Min-Theater
Welcome to Seminole Shores Villa, your 2,400-sf tropical spa oasis! This property is a 4BR home with tons of amenities to make your stay truly memorable. While the beaches are close (<5 min), you might never want to leave the heated salt-water pool nestled into a huge spa-like backyard, which offers plenty of privacy and activities. This house was completely renovated in 2023 to incorporate a tropical design. We prioritized a clean and safe environment as part of your experience.
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

3 TVs Pool Spa W/D Netflix 20 mins to Airport A/C

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

Madeira Beach 3BR Pool Home | Near John’s Pass

*Newly Listed*The South Wing w/ Saltwater Pool

The PiNK PONY CLUB Pool House

Waterfront with Dock, Heated Pool, Kayaks, Games

Heated Pool + Waterfall • Firepit• 5 min to IRB

Stunning views! Spot dolphins from the pool!
Apartment rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

COASTAL CHIC! Luxury Apartment with Oceanviews

Ocean Breeze • Easy - Heated Pool Access

Captain's Cove Waterside Condo 103 We are open!

Modern and Cozy Condo 6 Minutes from the Beach !

Heron's Hideaway- Studio by the bay!

Boho Beach Condo

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
Other holiday rentals with a pool

Paradise by the Park

Tropical Lux Retreat | Heated Pool/Speakeasy/Beach

Cozy pool home near the beaches

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Spacious Family Oasis • Heated Pool • Near Beaches

Casa Brisa - Family Friendly-Unique Home-Hot Tub

Luxury Ocean Front Duplex

Redington Beach near beach on ICW w/pool & dock
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
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