
Vacation 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.

Modern and Cozy Condo 6 Minutes from the Beach !
This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

2 BR/2 BA Key West Retreat, A+Pool, 3m to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Home away from home
Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Private Pool, Jacuzzi, Walk to Beach.
This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee, tea and biscuits. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Clearwater Condo w/Pool Access, 4Mi to Beach!
Clearwater Condo w/Pool Access, 4Mi to Beach! The crystal-blue Gulf Coast is calling from this charming 1-bedroom, 1-bath vacation rental condo just minutes from downtown Clearwater! Spend your days exploring downtown Clearwater or St. Petersburg, or enjoying the heated community pool. This single-story condo comfortably sleeps 2 and boasts tall ceilings, a fully equipped kitchen, private patio, and access to all of the Avalon's community amenities, including a pool, gym, clubhouse & more

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.

Tootsie’s Beachside Retreat
LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Insta Worthy Retreat - Heated pool-putt putt | Bar
Looking for a place the whole family/group can enjoy? This centrally located MODERN house is not only full of fun and style but equipped with everything you could need. Think of it as your true home away from home. Guests will love the Instaworthy Retreat with features like 5 hole mini golf, giant outdoor games, a heated pool, 5000 arcade games and of course, photo ops. Located 6 miles to the beach or Downtown St. Pete this home is the perfect place to getaway.

Cozy Retreat, private unit, NO PETS
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Cozy Stylish Home w/ Heated Pool & Big Parking

Clearwater Escape • Pool • Spa • Pet Friendly

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14

Ocean Dreaming: Waterfront Home with Heated Pool,

Mac Crillus Beach House Pet friendly

Largo Poolside Paradise Heated Pool 10Min To Beach

Beautiful & Exclusive house + Pool!
Condo rentals with a pool

Newly Reno Luxury Condo 30 Steps to Paradise

Renovated Condo! Across the Street From The Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

Sea La Vie- Studio by the bay!

Amazing views on beachfront

Spectacular beach to bay views from this resort.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

~Shore Thing~ Coastal Exquisite Waterfront Condo
Other vacation rentals with a pool

Paradise by the Park

Brand new! Ground Pool Side Condo Clearwater

Wonderful Condo at Avalon - Fully Renovated

Heated Pool, Game Room, MiniGolf @ Mermaid Cove

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

Awesome Condo in Clearwater, FL

MainCasa- Plunge Pool+Dog Run

Avalon Sunshine: Summer Special + Free Parking
Destinations to explore
- Pet-friendly rentals Pinellas County
- Villa rentals Pinellas County
- Rentals with a sauna Pinellas County
- Rentals with breakfast Pinellas County
- Serviced apartment rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Rentals with lake access Pinellas County
- Townhouse rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washer and dryer Pinellas County
- Bed and breakfasts Pinellas County
- Rentals with a fireplace Pinellas County
- Apartment rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with an accessible height toilet Pinellas County
- Family-friendly rentals Pinellas County
- House rentals Pinellas County
- Rentals with a patio Pinellas County
- Private suite rentals Pinellas County
- Rentals with an accessible height bed Pinellas County
- Rentals with an EV charger Pinellas County
- Condo rentals Pinellas County
- Luxury rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Resort rentals Pinellas County
- Rentals with a kayak Pinellas County
- Boutique hotel rentals Pinellas County
- Cottage rentals Pinellas County
- Smoking-friendly rentals Pinellas County
- Hotel rentals Pinellas County
- Vacation home rentals Pinellas County
- Waterfront rentals Pinellas County
- Beach condo rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with a fire pit Pinellas County
- Tiny house rentals Pinellas County
- Guesthouse rentals Pinellas County
- Aparthotel rentals Pinellas County
- Bungalow rentals Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- Things to do Pinellas County
- Tours Pinellas County
- Sightseeing Pinellas County
- Nature and outdoors Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Tours Florida
- Art and culture Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States