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Vacation rentals with a pool in Lakewood Ranch

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lakewood Ranch

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
The kitchen features modern cabinetry with glass-front doors, showcasing dishware and decorative items. A teal backsplash adds color above the wooden countertop, which includes a stainless-steel sink and various utensils. A small stool is positioned nearby for convenience.
Guest suite in Sarasota
4.95 out of 5 average rating, 108 reviews

The Animal House

Relax with the whole family at this peaceful place to stay. Fun animal themed, totally remodeled upstairs apartment with one bedroom and kitchen. Private entrance and on driveway parking. Private screened lanai upstairs with outdoor dining and room for family games or entertaining. Access to the pool and lanai (newly renovated), fire pit, treehouse, swing and your own gas grill for guest use. Spacious back yard on a cul-de-sac. Close to shopping, dining, beaches, the airport and the interstate.

Superhost
The exterior of a one-story home is showcased, featuring a landscaped yard with green grass and decorative shrubs. A curved walkway leads to the front door, framed by two arched windows. A mature tree adds shade to the front yard, complementing the warm tones of the house.
Home in Bradenton
4.78 out of 5 average rating, 180 reviews

Florida Style Living

The Villa is a spacious 4BR/2BA beautifully furnished that will give you the opportunity to relax while on the Gulf Coast of Florida. Distance from Siesta Beach ~ 23 miles (30 min) Distance from Lakewood Ranch~ 9 miles (16 min) Distance from Anna Marie Island ~ 14 miles (25 min) Property has grocery stores, gas stations, etc. all within a 5 minute drive, and 10 minutes from the interstate. Local community amenities include a playground, pool, pickle ball, tennis, volleyball and basketball.

Guest favorite
A private heated pool is enclosed within a screened patio, featuring a bright red umbrella over an outdoor dining area. Lush greenery and flowering plants surround the pool area, with views of a tranquil lake visible in the background.
Home in Bradenton
4.88 out of 5 average rating, 109 reviews

Mai Casa-Private Pool, Beaches & Lakewood Ranch

Our home is nestled in an elegant, quiet and family-friendly residential community. Your family will love the private heated pool and access to various community amenities. Conveniently located, our home is just a short drive from the stunning Gulf beaches of Siesta Key, Anna Maria Island, Lido Key, and other attractions. A scenic drive over the Sunshine Bridge brings you to St. Pete, Clearwater, and Tampa Bay. For golf enthusiasts, there are eight golf courses within a seven-mile radius.

Top guest favorite
The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.
Condo in Bradenton
4.96 out of 5 average rating, 144 reviews

Cozy 2 bed/2.5 bath townhome

Renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 & some of the best beaches in the country. My townhome is 2 bedrooms (queen size) with en suite bathrooms. The beds are queen-sized. Amenities in the neighborhood include large heated pool, tennis and basketball courts, a playground, a volleyball area, a sports field, and a designated parking spot only steps away from the front door. Non-numbered guest parking is also available

Guest favorite
The living room is designed with a dark sofa and two accent chairs around a glass coffee table. An area rug adds texture to the tiled floor. A large sliding glass door provides expansive views of the surrounding greenery.
Condo in Bradenton
4.95 out of 5 average rating, 22 reviews

New unit! Luxury 1st floor condo @ Lakewood Ntnl

Welcome to Piper View at LWN! A modern, two bathroom condo located in Lakewood National Golf and Country Club. It’s a beautiful gated golf club community with lake and green view. The unit overlooks one of two Arnold Palmer golf courses. Enjoy resort style living with access to golf, tennis, pools, spa/salon, gym and outdoor Tiki Bar and restaurant with monthly stays! (See other details) Located by Sarasota near beautiful beaches within 40 minutes, including #1 rated Siesta Key.

Top guest favorite
An inviting exterior view of Sunrise Villa showcases a well-maintained landscape featuring lush greenery and vibrant plants. A spacious driveway leads up to a garage, with decorative stone detailing accentuating the garden area. The home is framed by palm trees, contributing to the tropical ambiance.
Home in Bradenton
5 out of 5 average rating, 111 reviews

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

Guest favorite
A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.
Condo in Longboat Key
4.9 out of 5 average rating, 206 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Top guest favorite
A mobile home with a welcoming front porch is surrounded by lush greenery and colorful flowering plants. The structure features a light exterior, complemented by a decorative element above the porch. A carport for vehicle parking is visible, alongside a well-maintained pathway.
Cottage in Bradenton
4.96 out of 5 average rating, 126 reviews

Coastal Style 2BR cottage near Anna Maria Island

Relax with the whole family at this peaceful place to stay. Located in a mobile home/RV park 6.5 miles from Anna Maria Island, which offers some of the most beautiful beaches on the gulf coast. Centrally located between St. Petersburg and Siesta Key. This kid friendly community offers many amenities such as Pickle ball, swimming pool, shuffle board, horseshoes and gym on site. Stay a few days or a few months! Snow birds are welcome! Only 3.3 miles to Sarasota Airport.

Top guest favorite
Home in Bradenton
4.78 out of 5 average rating, 272 reviews

Tropical Oasis - Private Pool - Close Beaches

Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

Top guest favorite
A sunny backyard features a refreshing saltwater pool surrounded by a smooth deck. Blue and white lounge chairs create a comfortable lounging area, while a vibrant yellow bungalow is seen in the background. Lush green turf offers a spacious setting for relaxation.
Home in Bradenton
4.95 out of 5 average rating, 212 reviews

Private Heated Pool, Turfed Putting Green Retreat

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

Top guest favorite
A person is seated at the edge of a sparkling pool, facing the clear blue water. The poolside is tiled, and the sunlight reflects off the surface, creating a serene ambiance. The individual wears a swimsuit featuring a tiger stripe pattern.
Home in Sarasota
4.95 out of 5 average rating, 123 reviews

Luxury Pool Family Oasis-Siesta Key Beach-3BR/2BA

Welcome to your home away from home! This beautifully renovated, spacious, and bright pool home offers a luxurious experience from the moment you arrive. Nestled on a quiet, lush street yet close to Sarasota’s top attractions, you’re minutes from Siesta Key Beach (#1 in the USA), just 10 minutes to downtown dining and shopping, and walking distance to the famous Walt’s Fish Market. Easy access to I-75, Nathan Benderson Park, and the new UTC Mall!

Guest favorite
A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.
Condo in Bradenton
4.95 out of 5 average rating, 195 reviews

The Seashell Cottage with peaceful water views!

Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

Popular amenities for Lakewood Ranch rentals with a pool

When is the best time to visit Lakewood Ranch?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,077 GYDG$41,425 GYDG$43,935 GYDG$31,173 GYDG$27,198 GYDG$25,315 GYDG$27,198 GYDG$26,780 GYDG$26,152 GYDG$26,570 GYDG$27,826 GYDG$37,450 GYD
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Quick stats about vacation rentals with a pool in Lakewood Ranch

  • Total vacation rentals

    Explore 180 vacation rentals in Lakewood Ranch

  • Nightly prices starting at

    Lakewood Ranch vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Lakewood Ranch vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakewood Ranch rentals

  • 4.8 Average rating

    Lakewood Ranch stays are highly rated by guests—averaging 4.8 out of 5!