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Holiday rentals with a pool in Lakewood Ranch

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Quick stats about holiday rentals with a pool in Lakewood Ranch

  • Total holiday rentals

    Explore 160 holiday rentals in Lakewood Ranch

  • Nightly prices starting at

    Lakewood Ranch holiday rentals start at €18 per night before taxes and fees

  • Verified guest reviews

    Over 590 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    160 of Lakewood Ranch holiday rentals include wifi 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!

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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Superhost
Home in Lakewood Ranch

Vitamin Sea

Welcome to Vitamin Sea- a Luxe 3BR/2BA Escape in Lakewood Ranch! Centrally located and ALL BRAND NEW TOP TO BOTTOM & tucked into one of Lakewood Ranch’s most sought-after communities! From the moment you arrive, elegance surrounds you. Resort-style living! Community pool and cabanas, dog park across the street, as well as high-speed Wi-Fi, smart TVs, full-size washer/dryer, linai and garage for extra storage, Vitamin Sea is perfect for travelers, snowbirds, traveling nurses, & short term renters

4.8 out of 5 average rating, 20 reviews
Top guest favourite
A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.
Guest house in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

4.98 out of 5 average rating, 104 reviews
Top guest favourite
Townhouse in Bradenton

Near Lakewood Ranch w/pool in gated community

Tucked away in a gated community, our 2 story home is your perfect retreat for soaking up the great Florida sunshine! Located just outside the Lakewood Ranch area, this inviting retreat blends comfort and convenience. We’re just a short drive from the white sand beaches of Anna Maria Island, the scenic river walk along the Manatee river, and the shops, restaurants and Mote Aquarium at the UTC mall. Whatever you’re here for, everything you need is an easy reach. We are so glad you’re here. 

4.96 out of 5 average rating, 23 reviews
Top guest favourite
Townhouse in Bradenton

Serenity at Sabal Key - Renovated Relaxing Comfort

Relax in this newly renovated, sparkling clean, end-unit 2 bed / 2.5 bath townhome. Perfect for snowbirds escaping winter, families with athletes at IMG/Premier, or anyone who wants more than just the beach. Whether you're here for a season, a tournament, an extended stay, or a week, this home offers the perfect balance of resort-style living, central convenience, and long stay comfort. Enjoy the resort-style pool, pickleball, tennis, shaded walks - close to beaches, shopping and golf.

5.0 out of 5 average rating, 33 reviews
Top guest favourite
The exterior of the residence showcases a single-story house surrounded by abundant greenery. A large tree provides shade in the front yard, while a gravel driveway leads to the garage. Lush grass and colorful plants enhance the inviting entryway.
Home in Bradenton

Secluded 5-Acre Escape

Welcome to your private oasis in the heart of Bradenton, Florida! Nestled on a sprawling 5-acre estate, this charming retreat offers the perfect blend of tranquility and convenience. Whether you’re seeking a peaceful getaway or an adventure-filled vacation, our property provides the ideal setting for your stay. Prepare delicious meals in the fully equipped kitchen, or your perfect outdoor BBQ on the patio overlooking the lush grounds. Unwind your evenings by the fire pit or pool. YOUR CHOICE.

5.0 out of 5 average rating, 27 reviews
Guest favourite
Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.
Cottage in Bradenton

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

4.94 out of 5 average rating, 175 reviews
Top guest favourite
A private saltwater pool is enclosed by a screened patio, featuring clear, inviting water. Sunlight reflects off the surface, creating a calming atmosphere. Surrounding greenery provides a natural backdrop, enhancing the serene environment. A lounge chair is visible next to the pool.
Home in Sarasota

Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)

✨ Fully Renovated & Stylish! ✨ Family & Dog-Friendly | Single-Story | Private Saltwater Pool | Secluded Backyard. Enjoy the charm of Sarasota in our completely updated home off University Parkway. Bright, open spaces with new furniture, perfect for relaxation. Features a heated saltwater pool in a private, fenced yard. Close to beautiful beaches—10 miles to N. Lido Beach and 13 miles to Siesta Key Beach. Conveniently located 4 miles from SRQ Airport, ideal for your next memorable get

5.0 out of 5 average rating, 124 reviews
Top guest favourite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota

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

Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in a luxurious experience the minute you arrive. Located on a lush, quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!

4.96 out of 5 average rating, 154 reviews
Top guest favourite
A spacious outdoor area features a heated saltwater pool surrounded by a screened enclosure. A jacuzzi is attached to the pool, with multiple lounge chairs positioned for relaxation. Lush greenery lines the perimeter, enhancing the sense of privacy and tranquility.
Home in Bradenton

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Experience ultimate Florida luxury at our 6-bedroom, 4-bathroom Bradenton home, fully remodeled for your perfect staycation. Enjoy a heated saltwater pool, spa, outdoor kitchen, and bar with granite counters, ice maker, and fridge. Nestled at the end of a private drive, this paradise offers a golf simulator, putting green, and cornhole court. Centrally located yet secluded, it comfortably sleeps 12. Non-smoking and meticulously clean, this is your dream getaway for relaxation and fun.

4.85 out of 5 average rating, 108 reviews
Guest favourite
Villa in Lakewood Ranch

New Luxury Villa W/ Resort Amenities

Brand-New Villa in Lorraine Lakes – Lakewood Ranch Be the first to live in this stunning brand-new villa. 🛏 3 Bedrooms | 2 Bathrooms 🛋 Furnished with Gorgeous Brand-New Furniture – Move-In Ready! Enjoy access to Lorraine Lakes’ gorgeous amenity center, featuring: ✅ Fitness center ✅ Resort-style pool & splash pad ✅ Pickleball, tennis, and basketball courts ✅ Clubhouse with cafe, social spaces & more 🏖 Only a short drive to world-famous Siesta Key, Lido Beach, and Anna Maria Island.

5.0 out of 5 average rating, 5 reviews
Top guest favourite
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.
Apartment in Bradenton

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

4.96 out of 5 average rating, 161 reviews
Top guest favourite
A private pool area is enclosed by a screen, providing a tranquil setting for relaxation. The clear blue water of the pool is complemented by a spacious surrounding patio, featuring lounge chairs, a seating area, and a hot tub for added comfort.
Home in Bradenton

Garden House with Pool & Spa

Perfectly located just 15 minutes from Lakewood Ranch, our home is ideal for families, sports teams, and tournament visitors. We’re minutes from Premier Sports Campus, IMG Academy, golf courses, and top sports facilities. Just two exits from UTC Mall, offering premier shopping, dining, and entertainment. Plus, enjoy easy access to Anna Maria Island, Bradenton Beach, Longboat Key, and Siesta Key—perfect for combining sports, shopping, and relaxing beach days.

4.97 out of 5 average rating, 68 reviews

Popular amenities for Lakewood Ranch rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.
Home in Sarasota

Beaches, Shopping, Sculling-Sarasota is calling!

4.87 out of 5 average rating, 195 reviews
Guest favourite
Home in South Bradenton

Stylish Pool Home • Near IMG & Beaches • Top Rated

4.94 out of 5 average rating, 104 reviews
Guest favourite
An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.
Home in Sarasota

Heated 3BR Pool Home Glen Oaks | Close to Downtown

4.91 out of 5 average rating, 140 reviews
Guest favourite
A heated pool is enclosed within a screened lanai, providing a clear view of the tranquil water. Lush greenery and landscaped plants surround the pool area, while a white privacy fence offers seclusion, enhancing the outdoor space for relaxation and enjoyment.
Home in Bradenton

The Coastal Getaway•Private Heated Pool & Patio•

4.84 out of 5 average rating, 138 reviews
Guest favourite
Home in Bradenton

Modern Farmstead w/ Pool Spa & Games | Main House

5.0 out of 5 average rating, 13 reviews
Top guest favourite
An enclosed pool area features a spacious swimming pool surrounded by potted plants. Lounge chairs are positioned around the pool, complemented by decorative pink floats. The outdoor space is shaded by a mesh screen, with palm trees visible in the background.
Home in Bradenton

Useppa Villa Teresa

4.98 out of 5 average rating, 90 reviews
Guest favourite
A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.
Home in Arlington Park

Private Heated Pool Retreat for Two Families

4.95 out of 5 average rating, 63 reviews
Guest favourite
Home in Sarasota

The Aqua House | Heated Pool + On The Golf Course

5.0 out of 5 average rating, 13 reviews

Apartment rentals with a pool

Superhost
A bright bedroom features a spacious bed with light bedding and a wicker nightstand on either side, each topped with a lamp. A chair rests in the corner, and a large window offers views of greenery outside, bringing in ample natural light.
Apartment in Bradenton

Palms Villa: Cozy & Minutes from Anna Maria Island

4.83 out of 5 average rating, 117 reviews
Top guest favourite
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.
Apartment in Bradenton

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

4.97 out of 5 average rating, 145 reviews
Top guest favourite
A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.
Apartment in Gulf Gate Estates

Lake View 1BR Condo | Heated Pool Near Siesta

4.89 out of 5 average rating, 198 reviews
Top guest favourite
An open kitchen features a dark granite countertop with seating for two. A set of pendant lights hangs above, illuminating the space. Modern appliances and warm wood cabinetry create a functional cooking area. A welcoming sign is displayed on the wall near the laundry machines.
Apartment in Bradenton

Shorewalk upgraded condo upstairs unit 4415

4.87 out of 5 average rating, 152 reviews
Guest favourite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Apartment in Bradenton

Luxury 3/3 Margaritaville Resort

4.97 out of 5 average rating, 212 reviews
Guest favourite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Apartment in Siesta Key

Comfy Siesta Key Condo

4.85 out of 5 average rating, 110 reviews
Guest favourite
A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.
Apartment in Siesta Key

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

4.88 out of 5 average rating, 179 reviews
Superhost
A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.
Apartment in Siesta Key

Crystal House on Siesta Key Beach

4.88 out of 5 average rating, 146 reviews

Other holiday rentals with a pool

Guest favourite
Home in Bradenton

Modern 2 Master Suites in Gated Com.Pool, Tennis,

5.0 out of 5 average rating, 9 reviews
Superhost
Home in Bradenton

Seven Shores Townhome in Bradenton Minutes to AMI

4.75 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Bradenton

Guest House with Hot tub & Heated Pool

5.0 out of 5 average rating, 30 reviews
Top guest favourite
Townhouse in Bradenton

Spacious Gated Townhome w/Pool Access Near Beaches

4.98 out of 5 average rating, 56 reviews
Guest favourite
A cozy living area features a gray sectional sofa with blue and white striped cushions, complemented by a wood coffee table. A light-colored rug adds warmth, while a fan provides ventilation. Natural light enters through glass doors leading to an outdoor space.
Home in Bradenton

The Sea Hut

4.91 out of 5 average rating, 79 reviews
Guest favourite
A spacious outdoor area features a dining table set for eight, surrounded by modern wicker seating. An umbrella provides shade near the in-ground pool, which reflects blue skies. A grill is positioned nearby, with a television visible in the background, completing the inviting atmosphere.
Home in Bradenton

The house with the WOW view,heated pool!

4.91 out of 5 average rating, 76 reviews
Top guest favourite
A newly constructed home is presented on a well-maintained lot, surrounded by lush greenery. Tropical palm trees are visible in the front yard, and a red car is parked in the driveway. The double garage features a clean, modern design.
Home in Sarasota

NEW Luxury! Townhome in Sarasota

5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Bradenton

Pool Heated Home Near IMG & Siesta Key Beach

4.73 out of 5 average rating, 30 reviews

When is the best time to visit Lakewood Ranch?

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