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

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach
Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, grill, covered dining and relaxing hammock! You’ll love this quiet Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

Relax in Family-Friendly comfort at Octopus Garden
Outdoor Paradise Private 10,000-gallon PebbleTec pool (up to 8 ft deep) Cantina bar for poolside refreshments Teak lounge seating & chaise chairs Weber propane grill + rolling cooler Resort-style umbrellas & lush landscape for sun or shade Fully Equipped Kitchen Stainless steel appliances, cookware & utensils Coffee station fully stocked Air fryer + blender for smoothies & cocktails Unique Octopus Garden dining area Living Room Large ultra-comfy sectional 70” Samsung Smart TV Boa

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening! A 6-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing. 1 bedroom, sleeps 4; comfy pull-out.

For lease, Navidad! Waterfront condo gorgeous view
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

Central Cozy Cottage w/ Heated Pool & Hot Tub!
Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

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.

Gorgeous Heated Pool House Near Gulf Beaches!
🏡 Make unforgettable memories in this inviting 4-bedroom, 1-bathroom heated pool home that comfortably sleeps up to 10 guests—perfect for families and groups. Just 20–25 minutes from St. Pete–Clearwater International Airport and 10–15 minutes from Tampa International Airport, plus only 25–30 minutes to top beaches like Clearwater Beach, Madeira Beach, and St. Pete Beach. You’ll also be just a short drive from shopping centers, parks, golf courses, restaurants, and local attractions!

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.

Luxe by the Bay - A Family Vacation Rental
Absolutely gorgeous freshly remodeled 3 bed 2 bath house. This home has everything you need for a relaxing vacation. Close from all the interesting places in Largo including the beaches, museums & parks. The house has its own private swimming pool & hot tub, laundry facilities, a fully equipped kitchen area, an outdoor patio, and much more. The neighborhood is peaceful and safe too, and there are lots of convenience stores and other establishments a short walk away.

🏝🏝Charming Bayfront Condo at Boca Ciega
This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf
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.
Popular amenities for Pinellas Park rentals with a pool
House rentals with a pool

Paws & Play Paradise - Private Pool

Hibernate in our Bear Creek Home

Heated Pool and Spa | 5 min to beach

St Pete Retreat - Heated Salt water pool

Beautiful Heated Pool and Hot Tub Oasis*Near Beach

Palm Oasis | Heated Pool | Near Beaches

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

Backyard Pool Oasis | Minutes To Beach
Condo rentals with a pool

Seaside Paradise at Clearwater - Resort Style

Lux Condo w/ 2 balconies, Ocean & Marina views

Royal Orleans at Redington Beach ( Studio )

Two Bedroom Pool View Condo in Seminole

Modern Waterfront Condo - Captivating Sunset Views

~Shore Thing~ Coastal Exquisite Waterfront Condo

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Modern Boho-King Size Bed & Swimming pool
Other vacation rentals with a pool

Stay N Play- Playset - Htd. Pool - Bowling - Games

Wonderful Condo at Avalon - Fully Renovated

Waterfront Largo Lake House

Luxury Pool House

The Pinellas Palace + Heated Pool

Sunny St. Pete Getaway with Dolphins

Inspiration House! Heated Pool, Art, on 1 Acre.

Cozy Waterview Nest for Two
When is the best time to visit Pinellas Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 CAD | $311 CAD | $359 CAD | $308 CAD | $274 CAD | $274 CAD | $283 CAD | $244 CAD | $208 CAD | $249 CAD | $261 CAD | $275 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
Quick stats about vacation rentals with a pool in Pinellas Park

Total vacation rentals
Explore 150 vacation rentals in Pinellas Park

Nightly prices starting at
Pinellas Park vacation rentals start at $27 CAD per night before taxes and fees

Verified guest reviews
Over 4,030 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
150 of Pinellas Park vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pinellas Park rentals

4.7 Average rating
Pinellas Park stays receive an average rating of 4.7 out of 5 from guests
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