
Holiday 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.

Living The Dream: Heated Pool + Mini Golf +Swings
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from both Lido Key and Siesta Key Beach, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! Echo/white noise machine Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

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.

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.

Luxury Family Home w/ Heated Pool Near Siesta Key
Embrace the height of comfort and convenience at your home away from home! Step into this meticulously renovated pool home, where spaciousness and brightness create an atmosphere of sheer luxury. Tucked away on a serene street, it offers a serene setting while keeping you close to Sarasota's prime attractions. Experience the allure of Siesta Key Beach, the vibrant downtown, and the Fresh Fish Waltz Market—all just moments away. Additionally, enjoy easy access to I-75, Nathan Park, and new UTC

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

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.

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

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Useppa Villa
"STOP scrolling—you've found your paradise. Come relax by the beautiful pool with a drink or head to the beach. Our mission is to ensure you have an unforgettable experience. This tastefully decorated and updated home has everything you need, from kitchen essentials to toiletries. Just pack your clothes and leave the rest to us.” We've priced this home at a two person daily rate to make it accessible to everyone, so please enter the correct number of guests.

Coastal Getaway *With Bikes & NEW Saltwater Pool*
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

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
House rentals with a pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Charming Sarasota Home with Pool!

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Lakefront Pool Home, Pickleball +Tennis Near Beach

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

Winter escape w/ private heated pool, pup friendly

Sarasota Escape | Minutes to Beaches + Downtown

"Coastal Break” Family Friendly Home w/Heated Pool
Condo rentals with a pool

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

ONLY $155/night in January!

On the Beach; Siesta Key SunBum Studio

Beach Escape & Pool, steps to Beach & restaurants

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

Oceanfront: Open Su - Th, $216/nt + Fees!

Shorewalk full condo AnnaMaria Beaches IMG

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches
Other holiday rentals with a pool

Ellenton Getaway

Beautifully Remodeled Heated Pool Home in Sarasota

Zen in Paradise-Sarasota

Bright & Modern - Sarasota Home

Vacation Resort w/ Waterpark+Gym

Cozy, modern cottage near beach!

Fun on Day Lane w/ Heated Pool

Sunset Views & Heated Pool
When is the best time to visit Lakewood Ranch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 AUD | $296 AUD | $314 AUD | $223 AUD | $194 AUD | $181 AUD | $194 AUD | $191 AUD | $187 AUD | $191 AUD | $187 AUD | $235 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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 $30 AUD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
170 of Lakewood Ranch holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Lakewood Ranch rentals

4.9 Average rating
Lakewood Ranch stays are highly rated by guests—averaging 4.9 out of 5!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Englewood Beach
- Adventure Island




