Fitness-friendly holiday rentals in Anna Maria

Scenic Waterfront 4BR | Pool & Spa | Basketball

➤ One-of-a-kind Florida Getaway! HGTV-built Serene Waterfront Pool Retreat, just 3 Min to Tampa Bay Boat Launch! ➤ Sunset Views, Relax in the Screened Pool & Spa ★ Indoor Basketball Court – a Hit for Families! ★ Fish from the shoreline or Fire up the BBQ Grill ★ Game Room + Tonal Smart Gym for All-Day Fun • Designer Finishes, Spacious Roomy Layout, Perfect for Groups • Fast Wi-Fi, Smart TVs, & Dedicated Workspaces ➤ Ideal for Family/Group Vacations, Fishing, Pet-Friendly Stays & Remote Work

Flamingo Royale — Beach Luxury Resort

Welcome to the Flamingo Royale — Your luxury sanctuary! This exquisite escape gives tropical elegance perfect for indulgent relaxation and unforgettable memories. Experience the charm of old Florida with a modern twist in a stylish setting. Step outside to your personal paradise—a shimmering pool surrounded by lush landscaping & palms galore. W/ beautiful Anna Maria Island just moments away, relish pristine beaches, boutique shopping, and fine dining. Experience paradise at the Flamingo Royale!

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

Blessed Haven Peaceful Getaway 3 Miles to Beach

Our peaceful, elegant home offers the perfect blend of luxury and comfort near multiple beaches and IMG Academy. Luxurious Amenities: Heated Pool for an add'l fee, Smart Home Features, a modern and fully equipped kitchen w/full oven air fryer for cooking, a Comfortable King-sized bed w/premium linens, Game Room w/arcade tabletop, 1GB Highspeed WiFi, 2 Dedicated Office Desks Relax & unwind in our Peaceful Getaway with morning coffee by the waterfall spa and beautiful sunset walks on the beach.

Best Location in Clw! Near Beach & Saltwater Pool!

PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

Relax-Swim-Play Games-Gym-Enjoy AMI Beach Sunsets.

Modern, Elegant with a big splash of FUN. Family Fun House! 3 bedrooms, and 2 bath home only 5 miles from AMI beaches and is around the corner from the Bradenton Country Club. The backyard enclosed heated pool will keep the kids & adults entertained for hours. A child safe door alarm separates the pool & fully-covered patio lounge area. The fun doesn’t stop there! Inside the Florida room, there are games for the entire family! and, the garage has been converted into a fully equipped gym.

FREE Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -FREE 85* Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

Island Escape! Pool, Bay Views, Top-Rated Beaches!

Paradise found! Escape to your private island oasis in beautiful Tierra Verde. This spacious 1BR/1BA condo with a sleeper sofa comfortably sleeps up to 4—ideal for couples, small families, or friends. Enjoy resort-style amenities, water views, and a relaxing coastal vibe. Just minutes from Fort De Soto and St. Pete Beach—both ranked Top 5 Beaches by TripAdvisor—and only 15 minutes from the energy and culture of downtown St. Pete. Your perfect getaway starts here—book today!

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.