Vacation rentals with a pool in Pinellas Park

4.9 out of 5 average rating, 220 reviews

A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.

Condo in Largo

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

4.97 out of 5 average rating, 134 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi 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.

4.91 out of 5 average rating, 324 reviews

A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.

Guest suite in Largo

"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.

4.96 out of 5 average rating, 271 reviews

A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.

Condo in St. Petersburg

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.

4.97 out of 5 average rating, 148 reviews

A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.

Condo in St. Petersburg

Private waterfront balcony! Dolphins in the bay

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

4.95 out of 5 average rating, 123 reviews

The outdoor space features a heated pool surrounded by a spacious patio. The clear blue water reflects the sky, with palm trees providing shade nearby. Lounge chairs are placed around the pool for relaxing in the sun.

Home in Largo

Largo Poolside Paradise Heated Pool 10Min To Beach

Escape to this stunning heated pool home in Largo, just 10 minutes from Florida’s top beaches! Relax in your private outdoor oasis featuring a large sectional, smart TV, fire pit, BBQ grill, and alfresco dining for six. Enjoy loungers, a daybed, and a large putting green with putters and golf balls. FREE beach chairs and umbrellas are included for your convenience. Book now for the ultimate getaway in Largo, and make memories that last a lifetime! Perfect for relaxation and fun under the sun.

Guest suite in St. Petersburg

A spacious patio area surrounds a clear swimming pool, framed by lush tropical plants. Two lounge chairs are positioned under a shaded umbrella, with a bike resting in the background. A barbecue grill is visible near the covered seating area, creating an inviting outdoor space.

4.98 out of 5 average rating, 379 reviews

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.

A collage of images showcasing the home's highlights. A bright living area features a white couch and seaside artwork. The backyard presents a heated pool, seating area, and grill. A modern kitchen with sleek finishes is displayed alongside a dining table set for six, perfect for gatherings.

4.89 out of 5 average rating, 123 reviews

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!

4.91 out of 5 average rating, 155 reviews

The living room features light-colored wood flooring and a neutral-toned sectional sofa positioned near a 65-inch Smart TV. A cozy chair and a decorative plant add warmth, while double doors lead to an outdoor seating area, enhanced by a vibrant green wall art piece.

Home in Largo

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.

4.97 out of 5 average rating, 150 reviews

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.

4.98 out of 5 average rating, 244 reviews

Condo in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/rest

4.91 out of 5 average rating, 102 reviews

A modern kitchen is presented with sleek appliances, including a stainless steel refrigerator and dishwasher. Open shelving displays glassware and kitchen essentials. A spacious white countertop invites preparation. Soft blue accents complement a cozy seating area, adding a calm ambiance to the space.

Condo in Largo

Modern Boho-King Size Bed & Swimming pool

Kick back and relax in this calm, stylish space. Located 15 minutes from the best beaches in Florida. Only 20 minutes from Tampa International Airport and only 20 minutes from St. Petersburg. Pool, basketball court, and playground all onsite. Spacious kitchen and bedrooms. Completely remodeled, and designed for your convenience. We provide free Wi-Fi with Cable/SmartTV with all streaming applications.

Popular amenities for Pinellas Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 3 reviews

Paws & Play Paradise - Private Pool

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

4.88 out of 5 average rating, 144 reviews

Hibernate in our Bear Creek Home

The backyard showcases a heated pool surrounded by a child safety fence, set against a bright sky. A screened patio is present near the pool, along with a grassy area providing a relaxing outdoor space for guests. The living room features a light grey sofa, a round coffee table, and a wall-mounted TV.

4.92 out of 5 average rating, 187 reviews

The Palm House | Free Heated Pool!

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

4.99 out of 5 average rating, 191 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

The image displays a collage of the Splash House. Upper left shows a cozy seating area with modern furnishings in light colors. Upper right features a bright bedroom with a spacious bed and decorative accents. Lower left highlights a tranquil pool area surrounded by a patio. Lower right showcases a bathroom with modern fixtures and a stylish double sink.

4.95 out of 5 average rating, 105 reviews

Splash House - Relaxation Haven/Private Pool

A spacious living area is presented with a light-colored couch and accent chairs. A smart TV is mounted on the wall. The setting transitions into a dining area, with dining chairs visible in the background. Natural light brightens the open layout.

4.9 out of 5 average rating, 100 reviews

Free HEATed Pool*Family Friendly! Clean

A lush green yard surrounds a large swimming pool, with comfortable seating areas nearby. The bright blue water of the pool contrasts with the white house and the clear sky. Palm trees provide shade and add a tropical touch to the outdoor space.

4.79 out of 5 average rating, 151 reviews

Comfortable Home w/Private Pool

4.95 out of 5 average rating, 109 reviews

A serene outdoor space features a heated saltwater pool with gentle lighting, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, with a covered space for relaxation and an outdoor bar in the background, creating an inviting atmosphere for leisure and gatherings.

Home in Clearwater

Luxury Oasis • Heated Salt Pool • Near Beaches

Condo rentals with a pool

4.81 out of 5 average rating, 121 reviews

The living room features a spacious sectional sofa in soft blue, complemented by decorative pillows. A large flat-screen TV is mounted on a textured wall, while a coffee table is centered in the area. A wall art piece depicting ocean waves enhances the coastal theme.

Condo in Clearwater

Seaside Paradise at Clearwater - Resort Style

4.99 out of 5 average rating, 216 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

4.95 out of 5 average rating, 104 reviews

A heated swimming pool is surrounded by neatly arranged loungers, with palm trees providing shade. A clear sky and vibrant sunset colors reflect on the water's surface. The pool area is enclosed by a black fence, ensuring a private and relaxing environment.

Condo in Largo

Boho Beach Condo

4.87 out of 5 average rating, 171 reviews

The image shows a heated pool surrounded by a patio area with lounge chairs. Palm trees provide shade, and the two-story building encircling the pool features balconies. Well-maintained landscaping adds greenery to the setting, creating a peaceful atmosphere.

Condo in Redington Beach

Royal Orleans and Redington Beach ( Studio 203 )

4.95 out of 5 average rating, 338 reviews

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

Condo in Tampa

Modern Waterfront Condo - Captivating Sunset Views

4.95 out of 5 average rating, 152 reviews

Condo in Sunset Beach

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

4.98 out of 5 average rating, 155 reviews

Two coffee mugs with a pink interior rest on a stone ledge, featuring playful graphics that read 'Treasure Island' and 'Best Trip Ever'. A serene view of the intercoastal waterway and nearby buildings is visible in the background, suggesting a relaxed atmosphere.

Condo in Treasure Island

Funshine Pointe Capri • Sunshine, Sand & Serenity

4.96 out of 5 average rating, 191 reviews

An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.

Condo in Treasure Island

~Shore Thing~ Coastal Exquisite Waterfront Condo

Other vacation rentals with a pool

A spacious outdoor area features a sparkling swimming pool with a colorful deck. Surrounding the pool, seating areas include sun loungers and a fire pit. A playset is visible alongside the pool, and vibrant murals add a playful touch to the backyard.

4.88 out of 5 average rating, 34 reviews

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

The outdoor area showcases a heated private pool surrounded by a stone patio. A cozy seating area is positioned under a covered porch. A giant ring toss game stands next to the pool, while lounge chairs and an umbrella provide options for relaxation.

5 out of 5 average rating, 13 reviews

Coastin' Close Family Fun~HTD Pool~Outdoor Games

4.83 out of 5 average rating, 46 reviews

A modern kitchen features an expansive marble countertop with bar seating. Two pendant lights hang above, illuminating the space. Stainless steel appliances are seamlessly integrated, and a sliding glass door opens to a small balcony with outdoor seating for two.

Apartment in Clearwater

Avalon Sun-kissed Boutique: Luxury-free parking

Guesthouse in Crescent Lake

A serene outdoor space features a saltwater pool surrounded by lush greenery. Two lounge chairs are positioned under a striped umbrella, providing shade on the pool deck. The light-colored stone tiles enhance the calming atmosphere of this private retreat.

5 out of 5 average rating, 14 reviews

Luxury Pool House

The image showcases various areas of Surf INN. A bright bedroom features a large bed with colorful artwork above, while an outdoor space includes a cozy fire pit surrounded by teal chairs. A stock tank pool is visible, complemented by a colorful umbrella.

4.98 out of 5 average rating, 54 reviews

Tropical Garden | Fire Pit | Stock Tank Pool

A private backyard pool oasis is shown, featuring a curvy, light blue pool surrounded by concrete decking. Lush greenery and a wooden fence provide privacy, while a small blue shed and a wooden structure with a roof are visible in the background.

4.93 out of 5 average rating, 46 reviews

Backyard Pool Oasis | Minutes To Beach

A private heated pool is surrounded by wooden decking, offering lounge chairs for relaxation. An oversized umbrella provides shade, while tropical plants enhance the outdoor space. The rear of the house is visible, along with a patio door leading into the home.

4.99 out of 5 average rating, 82 reviews

ST Urban Oasis heated pool