
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.

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.

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.

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

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.

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.

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.

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.

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.

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!

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!

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

Heated saltwater pool home - turf putting green

Sarasota Getaway “Have some fun under the sun.”

The Oasis

1 House 1400sq. ft. 12 min from Siesta Key!

Orange Oasis: Clean, heated pool, near beaches.

Private Siesta Beach House Oasis with Heated Pool.

NEW Luxury! Townhome in Sarasota

Heated Pool (No Cleaning Fee)
Condo rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

Villa Maria: Minutes to Siesta Key!

On the Beach; Siesta Key SunBum Studio

LIDO KEY 1 BR/1Bath Heated Pool 16

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

Sunset and beach view from your balcony Unit 403

Siesta Key Beach Front Condo

Sun-Kissed Memories!
Other vacation rentals with a pool

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

Homey Downtown Studio Apartment

Heated Pool Winter Home• 5mi Beach & 3mi to IMG

Hotel Style w/pool & Tiki Grill

Guest House with Hot tub & Heated Pool

Serenity at Sabal Key - Renovated Relaxing Comfort

Memory Lane Cottage

Sleeps 8_2BR_King Bed_Pool+Tennis+Parking
When is the best time to visit Lakewood Ranch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,077 GYD | G$41,425 GYD | G$43,935 GYD | G$31,173 GYD | G$27,198 GYD | G$25,315 GYD | G$27,198 GYD | G$26,780 GYD | G$26,152 GYD | G$26,570 GYD | G$27,826 GYD | G$37,450 GYD |
| 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 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!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




