Fitness-friendly holiday rentals in Florida

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Seaside Gulf Front Condo with Endless Ocean Views

Take a book to the gulf front balcony and bask in the sun or whip up a quick lunch on the grill right from your private patio while watching the dolphins swim by. This 1 bedroom, 2 bath condo with bunk beds comfortably sleeps 6 people and is located on the perfect floor..The highly desirable 6th level offers the best views of white sands and emerald green water with magnificent sunsets every evening. A short walk away, you will find every amenity you could ever want within this quaint resort!

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home just minutes from the parks. Perfect for large families and groups, this spacious retreat features a private heated pool and spa, outdoor kitchen with free propane, Mario Kart arcade game room, themed bedrooms, gourmet coffee, fast WiFi, smart TVs, and premium streaming. Enjoy full Windsor Island Resort access with a water park, lazy river, slides, and clubhouse. Loved by guests with over 100 5-star reviews. Let us give you a vacation within your vacation.

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

Soak up the Sun, Sand, Sea at a Beachfront Studio

Enjoy a full-time siesta at the Beachfront BLUE SEA-ESTA, a newly renovated, Beachfront studio condo with stunning views from the top floor of Top of the Gulf. Whether you're seeking a relaxing escape or an adventure-filled vacation this Gulf-front rental has everything you need for an unforgettable retreat. This wonderfully appointed unit sleeps up to 4 guests. It features 1 comfy queen beds and sofa. The kitchen is fully equipped with everything you need to cook while on vacation.

Best Views Oceanfront Balcony Pool Readaway

You found the right one! Directly on the beach, this bright and spacious 2-bedroom, 2-bath oceanfront retreat is your perfect getaway. Wake up to panoramic ocean views, sip coffee and read on the private oceanfront balcony, and fall asleep to the sound of the waves. Fully equipped including beach chairs and gear, washer & dryer, fast Wi-Fi, and free parking. Enjoy a free to use library, newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs.

𓆉 Cozy, Resort Condo with Heated Pool + Hot Tub

Couples or small family getaway. Studio Condo at Origin at Seahaven, Sleeps 4. LOW FLOOR ALERT, steps away from the exercise room and the Pool with Gulf Views! This resort condo is conveniently located on the 4th floor. In the cozy condo, you'll find a King-size Bed and Queen-size Sofa Sleeper. The unit features a recently UPDATED Kitchenette with a Full-size Refrigerator, Deep Sink, and Smooth Cooktop Stove. Beach towels are also provided - in proximity to the pool deck and hot tub.

Soluna Tiny Cabin: Springs, Sauna, Firepit & Grill

Escape to nature without sacrificing comfort. Tucked in at our 6 acre aspiring farmstay just ~5 min away from FL's best natural springs, our cozy Gator Tiny Home Cabin offers a peaceful escape for you and your loved ones. Enjoy a private outdoor area with grill and firepit, a full kitchen & bathroom + TV, and access to our shared 6-person cedar barrel sauna. Whether you want to unwind after exploring nature, stargaze by the firepit or cozy up for a movie, we'd love to host you.

Flamingo Paradise 4 min walk from Beach Access.

Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

The Atlantic | Direct Oceanfront | 10th Floor

Welcome to The Atlantic — a direct oceanfront studio on the 10th floor where the ocean fills your entire window. Clean, comfortable, and positioned for some of the best unobstructed water views in the building. Renovations are underway — some daytime noise and occasional dust is part of the process. Three outdoor lots provide adequate parking — see property description for full details. One spot included; additional parking available as a paid upgrade with 24-hour notice