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Anna Maria Family Rentals & Large Homes
Find Family-Friendly Vacation Rentals Near Anna Maria
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About Anna Maria Family Rental on PickleTrip
Looking to stay in Anna Maria and play pickleball with your family in your downtime? Look no further than PickleTrip™! We offer a variety of affordable pickleball-friendly accommodations including vacation rentals, resorts, and hotels with private courts on-site or nearby.
While we are known for our premium pickleball stays, we also offer a variety of other great properties for your stay. Choose from boutique hotels, cozy cottages, lakefront villas, and more. Many of our properties are located in prime pickleball destinations so you can spend your days playing the sport you love.
Traveling with your family or a group of pickleball enthusiasts? No problem! We have the perfect accommodations for you. From spacious villas to comfortable condos, we have plenty of room for your family and friends to stay and play. Stay and play pickleball when you travel with PickleTrip™!
Frequently Asked Questions About Anna Maria Family Rentals
There are a lot of options in Anna Maria. If you plan on staying in the Anna Maria area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Anna Maria:
- Beautiful, Gulf-Front Home on Bean Point-Halcyon House
- BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
- Dragonfly - Southern charm on the North end of Anna Maria Island
- Do you love the beach?
- Spectacular Beachfront House with Pool
- Spoil yourself! Gulf front, heated pool, hot tub. Front row for sunsets-perfect!
- Canal - C-View by SeaBreeze Vacation
- 4.9 rated Island rental with exceptional testimonials for over 10 years!
- Luxury Upscale Beach Home Gulf of Mexico, Private Heated Pool/Spa. Opt. Golfcart
- Private Pool - Seaglass Cottage by SeaBreeze Vacation
- Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
- Canal-front Gem with Pool and Hot Tub in Anna Maria
- Beach N Bay 2 Bedroom Villa by RedAwning
- Shangri-La -Luxury Gulf-Front 4BR with Pool, Gym & Golf Cart
Check all holiday rentals with a pool in Anna Maria on PickleTrip.