
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.

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.

3 bedroom Heated salt water pool close to Siesta
Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV

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.

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.

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.

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

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.

Heated Pool (No Cleaning Fee)
Solar heated plunge pool (14' X 18' small) Not so warm in cold weather with over night in the 40's or 50's. Located 11 miles from Bradenton Beach, 30 minutes (15.5 miles) from Anna Maria Island and 12 minutes from IMG. Our home is on a small private lake.. 3rd bedroom is an office with a queen sleeper sofa. We do not have cable TV; we use streaming services and a local antenna for reception. There is a whole house filtration/water softener installed for great quality water.

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.

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!
Popular amenities for Lakewood Ranch rentals with a pool
House rentals with a pool

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

Sarasota Getaway “Have some fun under the sun.”

Charming Sarasota Home with Pool!

Pickleball - Heated Pool - Relax, Play & Grill

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

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

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Living The Dream: Heated Pool + Mini Golf +Swings
Apartment rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

The Honeymoon Suite on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

LIDO KEY 1 BR/1Bath Heated Pool 16

Luxury 3/3 Margaritaville Resort

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

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Other holiday rentals with a pool

New unit! Luxury 1st floor condo @ Lakewood Ntnl

The Ellenton Retreat

Beautifully Remodeled Heated Pool Home in Sarasota

Seas the Day

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Serenity at Sabal Key - Renovated Relaxing Comfort

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Secluded 5-Acre Escape
When is the best time to visit Lakewood Ranch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £136 | £148 | £157 | £111 | £97 | £90 | £97 | £95 | £93 | £95 | £99 | £133 |
| 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 180 holiday rentals in Lakewood Ranch

Nightly prices starting at
Lakewood Ranch holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
180 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!
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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




