
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.

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

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.

Relax in private Heated pool Family-Friendly comfo
🌴 Outdoor Paradise Your private backyard is the star of the show. A 10,000-gallon PebbleTec heated pool (up to 8 ft deep) anchors a resort-style outdoor space designed for pure Florida living — complete with a cantina bar for poolside drinks, teak lounge seating, chaise chairs, resort umbrellas, and lush landscaping that gives you the perfect balance of sun and shade. Fire up the Weber propane grill and let the evening take care of itself. 🍳 Fully Equipped Kitchen Cook like you mean it or kee

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!

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!!

[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

Deep Pool Elegant House 5 min to Beaches | Pets OK
Top 1% Airbnb Home — Highly Rated & Trusted Enjoy your getaway in our elegant home with a LARGE FREE HEATED POOL, poolside seating, dining and tanning areas, and LED lighting options. Relax with BBQs, a hammock, firepit, outdoor games, and a fully fenced backyard — PERFECT FOR FAMILIES AND PETS! Quiet cul-de-sac, just 5 minutes from beaches. The gorgeous home offers 3 spacious bedrooms, 2 upscaled bathrooms, a fully stocked kitchen, a designated work area, and 85-inch TV in the living room!

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!
If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-
Presented by St. Pete Vacation Homes. * 3BR + 2 Full Baths * Sleeps 12 Guests * Beautiful New Kitchen * Extra Large Dining Table * Glam Station * Adorable Pink Guest Bungalow OUTSIDE FEATURES: * Saltwater Pool w/ Optional Heater * Cabana w/ Lounge Seating + TV * Outdoor Bar Seating w/ Bev Fridge * Propane Grill Beaches: 6 Minutes Seminole City Center: 2 Minutes Downtown: 25 Minutes We have 15 nearby homes available. Check us out. SPVH is happy to help find you the best option.

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.

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!
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

Paradise by the Park

The Pool House -Private Heated Pool w Entire House

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

Tropical Retreat

Good Times Getaway - Pool - Hot Tub - Theater Room

Backyard Pool Oasis | Minutes To Beach

Stunning 3BR Heated Pool Home in Largo

The Aqua Oasis-Heated Pool Free!
Condo rentals with a 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 !

Heron's Hideaway- Studio by the bay!

Updated Condo-Heated Pool-Private Balcony

Five Star Beachfront Condo Newly Renovated
Other holiday rentals with a pool

Paradise Vacation 10 Minute to Beach and Downtown!

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

Tropical Paradise - Private Pool, Spa & BBQ !

Luxury 5BR w/ Pool, Hot Tub & Epic Game Room

Luxury Pool House

Private Heated Pool/Waterfront/5-mins to Beach

Ocean Getaway/Mini Golf/Pool/Luxury Beach House

Spacious Family Getaway w/ Heated Pool & Game Room
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- Anna Maria Island
- Siesta Beach
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