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.

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Guest favorite

Home in Bradenton

4.98 out of 5 average rating, 170 reviews

Sunshine Retreat with heated saltwater pool

A beautiful 4 bedroom 2 bath home in a very quiet neighborhood in NW Bradenton. Quiet hours from 9pm to 7am. This ideal location is minutes away from the beautiful beaches of Anna Maria Island and IMG academy. Less than a mile to grocery stores, restaurants and shopping. The house has WIFI and cable TV. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). New saltwater pool and privacy fenced in back yard. Two stall garage for parking.

Guest favorite

Home in West Bradenton

4.99 out of 5 average rating, 139 reviews

Suncoast Beach Getaway - 10 Minutes to Gulf & IMG

Enjoy some of Florida's finest white sandy beaches. Only 4 miles/10 minutes to the shimmering Gulf of Mexico or IMG Academy. This Luxurious 3 bedroom 2 bath pool home has an additional queen futon & queen sleeper sofa. 100% remodeled by builder/owner. Over 2300 square ft. of A/C space (3 zones) all on one level with a huge private HEATED POOL. Featuring a fully stocked gourmet chef kitchen & stunning granite counters! The very large rear lanai could easily serve as a 4th bedroom. Come & relax!

Guest favorite

Home in Siesta Key

4.92 out of 5 average rating, 115 reviews

Siesta Peace Retreat a private home rental

Comfortable and peaceful 1.4 miles from the beach; 1 mile to the village. I have 4 beach bikes and beach gear. Plenty of chairs, an umbrella, towels and coolers. Beautiful private saltwater pool in quite neighborhood. Very comfortable and peaceful retreat. Firesticks on 3 televisions. I do not allow large gatherings or parties. I do live in a separate home on the property. I travel a lot so guests usually only see me at check in. I give lots of local tips, tricks and foodie advice.

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 451 reviews

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 133 reviews

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

This Modern House with a heated pool near Siesta Key will be your home away from home! Renovated house has plenty of privacy, space and a lot of sunlight. Luxurious sleeping arrangements will guarantee a relaxing sleep. A quiet neighborhood with a lot of privacy and convenient proximity to all main attractions. A very spacious outdoor space at the pool will be your favorite spot for family dinners and entertainment. This house is located just 15 mins from the famous Siesta Key Beach.

Superhost

Home in Sarasota

4.91 out of 5 average rating, 104 reviews

Casa Louise 4/2 with pool & hot tub near downtown

Your dream vacation family getaway! This rental home offers brand new mattresses and furnishings, ensuring utmost comfort. Situated on a corner lot in a peaceful neighborhood, it provides a serene retreat. Enjoy fantastic amenities like a large screened-in lanai, private backyard, and a pool with hot tub. Conveniently close to downtown Sarasota, the top-rated Siesta Key beach (8 mi), Lido Key (5.9 mi), Amish village of Pinecraft, and Sarasota Airport.

Guest favorite

Home in Bradenton

4.91 out of 5 average rating, 288 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Superhost

Home in Bradenton

4.86 out of 5 average rating, 281 reviews

Large 4 bedroom pool home tiki bar close to Ami

Kick your feet up in this spacious 1750 sq ft 4 bed 2 bath salt water pool home. 1. Private salt water pool 2. Safe neighborhood 3. Wifi 4. Private pool entrance in two bedrooms 5. 5-6 car driveway parking 6. Conveniently located in the middle of everything 7. Fully stocked kitchen 8. Washer and dryer 9. Perfect for families or couples get away 10. Fire pit 11. Extra blankets 12. Seasonings for cooking 13. Blackstone grill

Superhost

Home in Sarasota

4.93 out of 5 average rating, 134 reviews

Centrally located oasis.

Totally private fenced in compound. Very quiet street, centrally located to almost everything. Cristal clean water pool. Dining area outside. Amenities include a 50% discount off your entire bill at Cafe Baci. One of the best restaurants in town right down the street. This unit can be combined with the front unit to sleep 9.

Superhost

Home in Sarasota

4.8 out of 5 average rating, 187 reviews

Relaxing 3BR/2Ba Oasis with Heated Pool.

Welcome to our charming and inviting house, the perfect retreat for a private and comfortable stay. Feel at home with self check-in, cleanliness, and high-speed WiFi. Enjoy streaming on Roku and Sling TV. Relax in the private heated pool. Ideal for couples, solo adventurers, business travelers, and families.

Superhost

Home in Bradenton

4.88 out of 5 average rating, 122 reviews

Coastal Charm

Charming 3 bedroom, 2 bath home with room to explore. Beautiful swimming pool that overlooks pond and x-large patio to enjoy outdoor dining and relaxing. Coastal decor throughout to enjoy your tropical surroundings. Just 5 miles and easy passage to the beach this home makes for an affordable beach vacation.

Guest favorite

Home in Holmes Beach

4.93 out of 5 average rating, 135 reviews

Anna Maria Island Duplex w/ private pool (side B)

Anna Maria Island duplex located in the Holmes Beach area. The side being rented sleeps 10, has its own private pool, is 3 blocks from beach access, 1 block from the free trolley stop & 1 block to Holmes Beach town center's restaurants, shopping & bars.