
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.

Guest House with Hot tub & Heated Pool
Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Serenity Lake
Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Serenity at Sabal Key - Renovated Relaxing Comfort
Relax in this newly renovated, sparkling clean, end-unit 2 bed / 2.5 bath townhome. Perfect for snowbirds escaping winter, families with athletes at IMG/Premier, or anyone who wants more than just the beach. Whether you're here for a season, a tournament, an extended stay, or a week, this home offers the perfect balance of resort-style living, central convenience, and long stay comfort. Enjoy the resort-style pool, pickleball, tennis, shaded walks - close to beaches, shopping and golf.

Coastal Manor | Heated Pool · Dogs Welcome · LWR
Welcome to Coastal Manor, a refined coastal retreat in Bradenton, FL. This elegant 3BR, 2.5BA home offers a serene escape with a private heated pool, spacious fenced yard, and pet-friendly amenities. Located in Lakewood Ranch just minutes from UTC, Nathan Benderson Park, Premier Sports, IMG Academy and Gulf Coast beaches. It’s the perfect blend of charm and convenience. Designed with a muted coastal cottage vibe, this getaway invites you to relax, unwind, and explore the best of Florida.

New Luxury Villa W/ Resort Amenities
Brand-New Villa in Lorraine Lakes – Lakewood Ranch Be the first to live in this stunning brand-new villa. 🛏 3 Bedrooms | 2 Bathrooms 🛋 Furnished with Gorgeous Brand-New Furniture – Move-In Ready! Enjoy access to Lorraine Lakes’ gorgeous amenity center, featuring: ✅ Fitness center ✅ Resort-style pool & splash pad ✅ Pickleball, tennis, and basketball courts ✅ Clubhouse with cafe, social spaces & more 🏖 Only a short drive to world-famous Siesta Key, Lido Beach, and Anna Maria Island.

Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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.

The Aqua House | Heated Pool + On The Golf Course
BNB Breeze Presents: The Aqua House! Located in sunny Sarasota, Florida, this inviting home offers a relaxing getaway with beautiful indoor-outdoor living. Enjoy a golf course view, private screened pool, modern kitchen, and open living spaces designed for comfort and fun—perfect for a peaceful retreat or a family vacation. Your extensive amenity list includes: - Private Heated Pool (heated at NO extra cost from Nov 21 - April 1st) - Pool Table - Piano - Gas Grill - and More!

Private Heated Pool | Bradenton Vacation Home
Welcome to your private Bradenton pool oasis! . This heated pool house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

Luxury Pool Family Oasis-Siesta Beach/DT-3BR/2BA
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!

Casa Cruz-3RM/2BA w/Heated Salt Water Pool
You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!

The Seabreeze Cottage with peaceful water views
Welcome to my newly renovated townhouse! The Seabreeze Cottage is a two bedroom, 1.5 bath, colorfully decorated townhouse with a fun beachy vibe! It has beautiful and peaceful water views of the lake. It’s within 30 minutes of the Gulf Coast’s best beaches, including Anna Maria Island, Longboat Key, and Siesta Key. Only ten miles from Sarasota airport (SRQ) and about one hour from Tampa airport (TPA).
Popular amenities for Lakewood Ranch rentals with a pool
House rentals with a pool

The Coastal Getaway•Private Heated Pool & Patio•

Beautifully Remodeled Heated Pool Home in Sarasota

Fun on Day Lane w/ Heated Pool

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Heated Pool Haven | Dog Friendly & Near Beaches

Memory Lane Cottage

Private Heated Pool | 3BR Bradenton Home Near UTC

Stylish Pool Home • Near IMG & Beaches • Top Rated
Apartment rentals with a pool

Luxury 3/3 condo in Margaritaville Resort

LIDO KEY 1 BR/1Bath Heated Pool 16

On the Beach; Siesta Key SunBum Studio

Shorewalk upgraded condo upstairs unit 4415

Comfy Siesta Key Condo

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

Siesta Key Ground Floor Condo 2BR On Trolley Line

Lake View 1BR Condo | Heated Pool Near Siesta
Other holiday rentals with a pool

Calm Oasis • Pool & Saltwater Spa • Near Beaches

Beautifully Remodeled Stylish Condo in Sarasota

Awesome & Sunshine home with amazing Pool & Tennis

Resort Style Pool• Lake view• 30 min Beach• Gated

Warm&Private 3BD 2BA Heated Pool

The Sea Hut

Casa De Las Palmas

Complimentary Food/Drinks/Snacks-Game Room/86in Tv
When is the best time to visit Lakewood Ranch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £149 | £182 | £186 | £111 | £97 | £90 | £97 | £95 | £93 | £94 | £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 170 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 560 verified reviews to help you choose

Family-friendly holiday rentals
140 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
160 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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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Sand Key Beach
- Cortez Beach
- Hard Rock Casino
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- Tropicana Field





