
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.

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! White Noise Machine 2 minutes from downtown Sarasota 7 mins - Airport Cornerr apartment Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb on a main road . Beside ARTS & DESIGN COLLEGE!! 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 .

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

A&A's Paradise near IMG & Anna Maria beaches
Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

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.

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

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.

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!

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches
Welcome to Florida Bella Rosa – a charming, sun-filled lakeside condo with a warm coastal Florida vibe, lovingly decorated to make you feel right at home. Located in the sought-after Shorewalk Vacation Villas community, you’ll almost sense the gentle Anna Maria Island breeze drifting through your stay. We’re just 7 miles from the stunning Gulf/Anna Maria Island beaches and only 2 miles from IMG Academy, with Sarasota–Bradenton International Airport just a 20-minute drive away.

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

Waterview golf resort pool house 30 mins to beach

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

Paradise on Prospect w/ Htd Saltwater Pool

Sarasota Getaway “Have some fun under the sun.”

Charming Sarasota Home with Pool!

Vacation Resort w/ Waterpark+Gym

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Lakefront Pool Home, Pickleball +Tennis Near Beach
Condo rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

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

January Discount: $165/night!

On the Beach; Siesta Key SunBum Studio

Beachfront Resort, Ocean View, Pool, Tennis, Gym

New Luxury 3/3 Condo in Margaritaville Resort

Steps to the beach! Updated Condo at The Terrace

Oceanfront: Lots of January Availability!
Other vacation rentals with a pool

New unit! Luxury 1st floor condo @ Lakewood Ntnl

The Ellenton Retreat

Zen in Paradise-Sarasota

Seas the Day

Cozy, modern cottage near beach!

Casa De Las Palmas

Winter escape w/ private heated pool, pup friendly

The Florida Rooms
When is the best time to visit Lakewood Ranch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ668 | ﺩ.ﺇ727 | ﺩ.ﺇ771 | ﺩ.ﺇ547 | ﺩ.ﺇ477 | ﺩ.ﺇ444 | ﺩ.ﺇ477 | ﺩ.ﺇ470 | ﺩ.ﺇ459 | ﺩ.ﺇ470 | ﺩ.ﺇ459 | ﺩ.ﺇ577 |
| 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 vacation rentals with a pool in Lakewood Ranch

Total vacation rentals
Explore 170 vacation rentals in Lakewood Ranch

Nightly prices starting at
Lakewood Ranch vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
170 of Lakewood Ranch vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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




