
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.

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 .

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.

Pool house by the bay
Come stay in our beautiful, Mid-Century Modern, light drenched home just one block from the bay with a private pool. The private yard is surrounded by lush landscaping & the pool is the perfect place to cool off on hot afternoons. The house is spacious & minimally decorated with finds from our world travels. We've recently replaced the bed and the neighborhood is quiet and easy to explore on foot. Note: this is our home, so please expect a warm lived in feel in the space, not that of a hotel.

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.

The Oasis
Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 1 twin bed and 2 twin air mattress. 4 smart tvs. We love this stunning and cozy home and we’re sure you will too!

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

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.

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.

Heated Pool 3bdr 2bth Close to Downtown
Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

Downtown Apartment w/ Pool, Gym, & Coworking 329
This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.
Popular amenities for Lakewood Ranch rentals with a pool
House rentals with a pool

Sarasota Getaway “Have some fun under the sun.”

Tropical Escape, Sarasota!

Oasis by Siesta Key Beach and Downtown SRQ w/pool

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

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Modern Lido Key Studio-Steps to Beach & Kayaking

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

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

Palms Villa: Cozy & Minutes from Anna Maria Island

Cozy 1BR Beach Condo on Siesta Key!

Villa Maria: Minutes to Siesta Key!

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Beach Escape & Pool, steps to Beach & restaurants

Sunset and beach view from your balcony Unit 403

Siesta Key Beach Front Condo
Other holiday rentals with a pool

Modern 1/1.5 Waterfront at The Strand

Modern coastal downtown home w/saltwater pool

Awesome & Sunshine home with amazing Pool & Tennis

Seas the Day

Cottage on Bay | Private Pool + Hot Tub

Clean Modern Farm Guest House - Lakewood Ranch

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Serenity at Sabal Key - Renovated Relaxing Comfort
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 | £96 | £93 | £96 | £93 | £117 |
| 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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- Family-friendly rentals Lakewood Ranch
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- Rentals with a hot tub Lakewood Ranch
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- Rentals with a firepit Lakewood Ranch
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- Fitness-friendly rentals Lakewood Ranch
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- Rentals with lake access Lakewood Ranch
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- Rentals with outdoor seating Lakewood Ranch
- Rentals with a fireplace Lakewood Ranch
- Pet-friendly rentals Lakewood Ranch
- Rentals with pools Manatee County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
- Englewood Beach




