Vacation rentals with a pool in Wimauma

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.

4.98 out of 5 average rating, 231 reviews

A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.

Condo in Tampa

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

The sleeping area features two queen beds with soft bedding and decorative pillows. Nightstands with lamps are placed on either side. A neutral color palette enhances the space, complemented by wall art and subtle lighting elements in the room.

4.92 out of 5 average rating, 154 reviews

Beach Condo with water view!

Bright, updated, sunrise and canal view unit located in the fabulous Resort Community of Little Harbor. This unit is perfectly placed and close to everything you need. Unit features 2 queen beds, a full size handicap accessible bathroom w/walk in shower with spa jets and handrails. Free wifi, large screen HDTV, and while there are no kitchen facilities; there is a mini fridge, coffee maker, microwave and airfryer/toaster. Unit is next to restaurants, pools and tiki bar (live music daily)

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, 378 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.

4.94 out of 5 average rating, 135 reviews

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

A vibrant sunset casts shades of pink, orange, and purple across the sky above Tampa Bay. The reflected colors shimmer on the water's surface, creating a serene landscape. Soft clouds scatter throughout the sky, enhancing the tranquil scene of the beach at dusk.

4.79 out of 5 average rating, 178 reviews

Little Harbor Resort #116 Tampa Bay Florida Beach

Little Harbor Resort is a paradise packed with amenities. Enjoy 2 pools, Jacuzzi, Tampa Bay Beach (not Gulf), 2 restaurants, Tiki Bar, tennis, pickleball, basketball, playground, gym, fishing charters, sightseeing cruises, and Freedom Boat Club. The Inn at Little Harbor Sunset View Studio is a non-smoking first/ground floor studio which features a microwave, coffee maker and mini fridge, 2 luxurious full beds with beautiful island decor. The perfect beach vacation rental!

4.94 out of 5 average rating, 242 reviews

A private balcony overlooks serene waterways and lush greenery. Two white lounge chairs, adorned with nautical-themed cushions, provide a comfortable spot for relaxation. The view includes vibrant foliage and a peaceful setting, inviting moments of tranquility.

Townhouse in Ruskin

Enjoy December by the water! Townhome w/ balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

4.84 out of 5 average rating, 136 reviews

An outdoor space features a sparkling swimming pool surrounded by a screened enclosure. A hot tub is adjacent to the pool under warm string lights. Various games are available, including a ping pong table and a billiard table, providing entertainment options for guests.

Villa in Brandon

Tampa heat pool /hot tub lake view near airport

Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

4.85 out of 5 average rating, 153 reviews

Apartment in Ruskin

Sunset Del Mar (studio with a view)

***UPDATED***Living the Florida lifestyle right on beautiful Tampa Bay. The Inn at Little Harbor is a secluded resort style community offering waterfront accomodations with amenities that include 2 heated pools, jacuzzi, tennis courts, a beautiful sandy beach, 2 full service restaurants/bars with live music,kayak and boat rentals and fishing charters and some of the most beautiful sunsets you have ever seen. Amenities are within walking distance from your doorstep.

4.93 out of 5 average rating, 173 reviews

Home in Bradenton

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

4.9 out of 5 average rating, 147 reviews

A vibrant sunset paints the sky in warm hues, with the sun descending toward the horizon over calm waters. Silhouettes of birds are seen flying across the scene, and people can be observed enjoying the beachfront, with gentle waves lapping at the shore.

Guest suite in Ruskin

Home Paradise, Cozy guest suite in Ruskin! Pools!!

Relax with the whole family at this peaceful place to stay. Enjoy the three swimming pools available in our community. You can enjoy the proximity to Apollo Beach just 15 minutes away, Manatee Viewing Center, Apollo Beach Nature Preserve, we are also close to I 75 and a wide variety of restaurants in the area. You can enjoy the Beaches of St Petersburg, Anna Maria Island. The Lagoon - Located in Wimauma FL.

A well-lit room features two spacious beds dressed in blue linens. A small table and chairs are positioned nearby, along with a flat-screen television mounted on the wall. Sliding glass doors open to a balcony, inviting natural light and providing views of the surrounding area.

4.86 out of 5 average rating, 123 reviews

Oasis at Little Harbor

Renovated Condo in beautiful Little Harbor Beachfront Resort located in Ruskin, Florida!! A complex full of amenities that you can enjoy during your stay. It has two heated pools and a Jacuzzi which you can use to relax while you vacation. There is also a playground, tennis and basketball courts, and an area for barbecues with tables and chairs to eat with an amazing view! Come and stay in paradise!!!

Popular amenities for Wimauma rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 7 reviews

A serene beach stretches along the shoreline, with soft white sands meeting calm blue waters. Lush palm trees frame the background, and a wooden pier extends into the bay under a clear blue sky, creating a tranquil coastal environment.

Home in Ruskin

The Beach at Little Harbor (Paradise for 4)

An inviting poolside area is seen with submerged lounge chairs and a clear blue pool, illuminated in soft pink tones. Surrounding seating includes a shaded umbrella and chairs, with scenic water views beyond. A tree provides gentle shade, enhancing the tranquil outdoor setting.

4.97 out of 5 average rating, 31 reviews

Waterfront Retreat in Apollo Beach– Relax & Unwind

4.83 out of 5 average rating, 23 reviews

Apollo Beach Retreat |3BR |Pool |Backyard |BBQ

5 out of 5 average rating, 5 reviews

Heated Saltwater Pool • Waterfront Luxury Home

4.95 out of 5 average rating, 131 reviews

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

Home in Ballast Point

Private House with Pool and Cabana

A white entryway unit is positioned against a light grey wall, featuring a tall back with hooks for hanging items. Below, a grey surface provides space for keys or bags, while two woven baskets are neatly stored in open compartments.

4.87 out of 5 average rating, 77 reviews

Family-Friendly: Fun by the Pool & Backyard Games

4.97 out of 5 average rating, 111 reviews

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

Home in Sarasota

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

4.95 out of 5 average rating, 74 reviews

The private screened pool and spa area features a clear view of the tranquil water, framed by palm trees. A putting green is positioned beside the pool, alongside colorful inflatable pool toys. Comfortable seating is arranged under the protective screen, creating a relaxing outdoor space.

Home in Ruskin

Lakefront • Heated Pool & Spa • Basketball • Grill

Condo rentals with a pool

4.97 out of 5 average rating, 134 reviews

Condo in Clearwater

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

4.9 out of 5 average rating, 106 reviews

A spacious living area features a large sectional sofa with a pullout bed and a circular rug placed beneath a coffee table. Two framed artworks adorn the wall, while light floods in through the window, complementing the warm wood flooring.

Condo in Riverview

Spacious 2/2 ResortStyle Condo near Downtown Tampa

4.86 out of 5 average rating, 352 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans and Redington Beach ( Studio )

4.91 out of 5 average rating, 176 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

4.97 out of 5 average rating, 121 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

4.89 out of 5 average rating, 180 reviews

A modern living area features a gray sofa adorned with colorful pillows. A white coffee table is placed on a soft area rug. Large sliding glass doors provide direct views of the waterfront, while palm trees can be seen just outside, enhancing the tropical ambiance.

Condo in Tampa

Luxury Blue Haven - Stunning Tampa Bay Views!

4.99 out of 5 average rating, 207 reviews

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

Condo in Treasure Island

Spectacular beach to bay views from this resort.

4.95 out of 5 average rating, 337 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

Other vacation rentals with a pool

5 out of 5 average rating, 55 reviews

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

Condo in Clearwater

Wonderful Condo at Avalon - Fully Renovated!

The sandy beach is lined with bright yellow umbrellas providing shade over several lounge chairs. The calm waters of Tampa Bay stretch out beyond, with a pier visible in the distance. A palm tree adds a tropical touch to the serene environment.

4.89 out of 5 average rating, 9 reviews

Birdy's on Tampa Bay

A window with sheer curtains frames a scenic view of the canal and a palm tree. Below, an air conditioning unit is visible next to a bedside table that holds a decorative vase. A patterned quilt covers the spacious bed.

4.93 out of 5 average rating, 29 reviews

Ruskin Little Harbor condo steps from beach

4.89 out of 5 average rating, 63 reviews

A wooden bed frame with a decorative headboard is centered in the room, featuring a light-colored bedding set adorned with a subtle floral pattern. A wooden dresser and bedside lamp provide functional space, while a wall-mounted mirror reflects the natural light.

Guesthouse in Brandon

Beautiful and Cozy apartment

4.97 out of 5 average rating, 96 reviews

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

Home in Tampa

Lakeview Retreat with Private Pool Perfect Getaway

A spacious bedroom is furnished with a large bed adorned with orange accent pillows and a textured throw. Two bedside lamps provide soft illumination, complemented by a calming piece of artwork featuring a pier above the bed. Neutral walls enhance the serene atmosphere.

4.5 out of 5 average rating, 34 reviews

The Inn at Little Harbor

4.92 out of 5 average rating, 24 reviews

An aerial view illustrates the sandy beach and calm waters leading to the shore. The image captures the docks and various recreational facilities, including tennis courts and a swimming pool, set against the backdrop of lush greenery and nearby buildings.

Apartment in Ruskin

Beach Getaway