Holiday rentals with a pool in Lakewood Ranch

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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 favourite
An inviting outdoor space features a heated pool, surrounded by a screen enclosure for added comfort. Sun loungers are positioned nearby, and cozy seating is available on one side, offering a peaceful environment to relax among nature.
Guesthouse in Bradenton
5 out of 5 average rating, 18 reviews

Guest House with Hot tub & Heated Pool

Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Top Guest favourite
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
4.96 out of 5 average rating, 117 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.

Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 111 reviews

Heated Pool Haven | Dog Friendly & Near Beaches

✨ 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 getaway.

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.
Guesthouse in Bradenton
4.98 out of 5 average rating, 99 reviews

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.

Top Guest favourite
Townhouse in Bradenton
5 out of 5 average rating, 20 reviews

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.

Top Guest favourite
Home in Bradenton
5 out of 5 average rating, 19 reviews

Suncoast Villa - Relaxing getaway w private pool

Relax with the whole family at this peaceful place to stay. Suncoast Villa offers a bright, spacious retreat with open living areas, a fully equipped kitchen, and comfortable bedrooms designed for relaxation. Enjoy a private backyard oasis, perfect for unwinding after beach days. Ideally located near Gulf beaches, dining, parks, and golf—this inviting home is the perfect blend of comfort, convenience, and Florida sunshine. We are pet friendly (pet fee applies) and sits on over half acre lot.

Guest favourite
A screened-in private pool area is visible, featuring clear water that reflects sunlight. The surrounding yard is spacious and fenced, providing a serene environment for relaxation.
Home in Bradenton
4.96 out of 5 average rating, 23 reviews

Pool house(pets ok) Sarasota beaches, UTC mall.

Welcome to Coastal Manor, a refined coastal retreat in Bradenton, FL. This elegant 3BR, 2.5BA home offers a serene escape with a private heated pool, spacious fenced yard, and pet-friendly amenities. Located in Lakewood Ranch just minutes from UTC, Nathan Benderson Park, Premier Sports, IMG Academy and Gulf Coast beaches. It’s the perfect blend of charm and convenience. Designed with a muted coastal cottage vibe, this getaway invites you to relax, unwind, and explore the best of Florida.

Superhost
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
4.83 out of 5 average rating, 123 reviews

The Coastal Getaway•Private Heated Pool & Patio•

The Coastal Getaway is a single level, 3 bedroom, 2 bath home with a beautiful private fenced in backyard with heated pool and lanai. Come enjoy the nearby white sand beaches. Lido Key Beach 12 miles •We are 5.3 miles from IMG Academy •10 miles from Premier Sports Complex at Lakewood Ranch •For your travel convenience we are only 6 miles from Sarasota Bradenton International Airport. •For your shopping convenience Walmart, Publix, Detweiler’s and CVS are all only a few minutes away.

Superhost
Villa in Lakewood Ranch
5 out of 5 average rating, 3 reviews

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.

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.
Condo in Bradenton
4.96 out of 5 average rating, 153 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

Superhost
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
4.96 out of 5 average rating, 23 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 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
4.95 out of 5 average rating, 131 reviews

Luxury Pool Family Paradise-Siesta Beach/DT-3BR/2B

Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into 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 USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

Popular amenities for Lakewood Ranch rentals with a pool

When is the best time to visit Lakewood Ranch?

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Avg. price$342 NZD$419 NZD$428 NZD$255 NZD$222 NZD$207 NZD$222 NZD$219 NZD$214 NZD$217 NZD$227 NZD$306 NZD
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Quick stats about holiday rentals with a pool in Lakewood Ranch

  • Total holiday rentals

    Explore 170 holiday rentals in Lakewood Ranch

  • Nightly prices starting at

    Lakewood Ranch holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Lakewood Ranch holiday 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!