Fitness-friendly holiday rentals in Anna Maria

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 121 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

4.85 out of 5 average rating, 102 reviews

A serene view from a balcony is presented, showcasing calm waters and lush greenery along the shoreline. Two wicker chairs and a round table are positioned on the balcony, enhancing the inviting outdoor space. The sky is clear, reflecting soft natural light on the water.

Condo in Bradenton Beach

Charming 2BD/2BR with Big Water Views on the beach

Our charming 2 BR/ 2 Bath condo has wonderful unobstructed views of Anna Maria Sound. It was totally remodeled in 2020. The property is in the Bradenton Beach area of Anna Maria Island. The Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Bikes and kayaks are included. A free trolley stop is right in front of the property. There is a washer/dryer in the unit. The 2nd bedroom has both a queen bed and a bunk bed for larger parties.

4.99 out of 5 average rating, 117 reviews

Home in Largo

Best Celebration - Heated Pool - Hot Tub - Arcade

🌴𝐇𝐨𝐮𝐬𝐞 𝐨𝐟 𝐏𝐚𝐥𝐦𝐬 – 𝐘𝐨𝐮𝐫 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐅𝐥𝐨𝐫𝐢𝐝𝐚 𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞☀️ Escape to a luxurious tropical retreat near Florida’s best beaches, attractions, shopping, and dining. Perfect for family vacations, trips, or relaxing getaways, offers comfort, style, and the ideal location for an unforgettable stay. 📍Prime Location: ~ 5 mins to shopping & restaurants ~ 15 mins to Gulf beaches ~ 20 mins to Clearwater ~ 25 mins to Downtown St. Pete ~ 30 mins to Tampa International Airport

A serene outdoor space showcases a sparkling pool framed by lush tropical landscaping. Palms and vibrant plants surround the area, with a flamingo statue in the foreground. Soft lighting from string lights enhances the tranquil atmosphere as the sky transitions to dusk.

5 out of 5 average rating, 85 reviews

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!

4.9 out of 5 average rating, 109 reviews

A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.

Condo in Treasure Island

Luxury Seashell Oceanfront Condo with Pool

Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.

4.9 out of 5 average rating, 149 reviews

Olympic Oasis | GYM • POOL • GAMES • BBQ • GAINS

Welcome to Olympic Oasis, your tropical training ground meets resort-style getaway. Start with a gym sesh in your private gym, then reward yourself with a cooling dip in the sparkling pool. Sink into chic loungers or relax in serene spaces crafted for total tranquility. Feeling playful? The arcade awaits. Feeling photogenic? We’ve got the perfect backdrops. All this sits in Bradenton’s prime location, close to pristine beaches & the best hot spots. Work hard. Play harder. Vacation hardest.

4.94 out of 5 average rating, 109 reviews

Home in Clearwater

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

5 out of 5 average rating, 32 reviews

Pool-Fire Pit-Putt Putt-Games-10 Min to Beach

🌴 Suncoast Getaway – Your NW Bradenton Escape! 5 miles from the white‑sand beaches of Anna Maria Island, with Holmes and Coquina Beach nearby, just 6 miles to IMG Academy. Enjoy a heated pool (upon request), putting green, Corn Hole, Connect4, fire pit, rotating pool/ping pong/air hockey table, arcade, dart board, board games, beach kit. Explore beaches and parks then relax, grill, or unwind at the home. Close to dining, golf, and shopping — comfort and fun await in the Florida sun! ☀️

Superhost

A spacious heated pool is surrounded by lush tropical foliage, offering a serene and private atmosphere. Lounge chairs are available for relaxation, inviting guests to enjoy the calming water and vibrant greenery. Paved deck areas enhance the outdoor experience.

Home in Anna Maria

4.92 out of 5 average rating, 13 reviews

EV Charger, Blue Lagoon S by SeaBreeze Vacation

Blue Lagoon, a 2 bedroom/2 bath duplex with an EV charger near Pine Avenue where there are tons of shopping and dining, can sleep up to 6 people. pool. You will find the open living area complete with a queen pull-out sofa bed. Step out back to your patio area with gas BBQ and dining area. The shared heated pool is large and the outdoor living space is perfect for entertaining or relaxing and enjoying the sun. There are separate, gated entries to the pool for both sides of the duplex.

4.9 out of 5 average rating, 231 reviews

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

Condo in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.

4.97 out of 5 average rating, 131 reviews

Private Beach with Loungers · 2 Pools & Bay View

Beachside resort life for families, groups and remote workers seeking easy beach access and active days. This oversized & Fully Renovated 2‑bed, 2‑bath condo sits in a gulf-to-bay complex so you can walk to the famed Siesta Key sand and hop the island trolley outside your door. Enjoy bay views, unwind in heated pools and the hot tub, use the on-site gym and courts, and take advantage of provided beach chairs, umbrella and wagon for effortless beach days.

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 388 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs.

Popular amenities for Anna Maria fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

4.78 out of 5 average rating, 116 reviews

Apartment in Tampa

Waterfront! 10 min to airport/Near stadium

Apartment in Madeira Beach

A bright living area features comfortable seating arranged around a large window showcasing distant views. A television is mounted on the wall, and a dining table is positioned nearby. Light-colored tile flooring complements the airy atmosphere, with greenery added for a touch of freshness.

4.96 out of 5 average rating, 50 reviews

Waterfront Suite | Steps to Beach -Johns Pass-Pool

4.97 out of 5 average rating, 170 reviews

Apartment in Sarasota

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Apartment in Madeira Beach

A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.

4.89 out of 5 average rating, 204 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

4.9 out of 5 average rating, 193 reviews

The open layout showcases a kitchen with modern appliances, including a refrigerator and stove. A dining table for two is positioned in the foreground. The space is accented by light-colored cabinetry and a decorative painting, with wood-style flooring extending throughout the area.

Apartment in Tampa

Cozy 1 bedroom apartment, everything nearby!

Apartment in Downtown Sarasota

4.83 out of 5 average rating, 186 reviews

Downtown Apartment-Pool, Gym, Cowork 31

4.89 out of 5 average rating, 100 reviews

A large heated saltwater pool is framed by tropical palm trees and multiple lounge chairs. The building in the background features beige walls and large windows, creating a welcoming atmosphere. Umbrella-covered tables are visible to one side, providing shaded seating options.

Apartment in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

Apartment in St. Petersburg

A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.

4.91 out of 5 average rating, 196 reviews

The Oasis

Fitness-friendly condo rentals

4.96 out of 5 average rating, 166 reviews

Condo in Madeira Beach

COASTAL CHIC! Luxury Apartment with Oceanviews

A heated pool is surrounded by a tiled deck, with lounge chairs available for guests. Palm trees and blue umbrellas create a tropical atmosphere, while the beach and ocean are visible beyond the pool area under a clear blue sky.

4.94 out of 5 average rating, 155 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

4.97 out of 5 average rating, 234 reviews

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

4.99 out of 5 average rating, 233 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.86 out of 5 average rating, 108 reviews

Comfy Siesta Key Condo

Condo in Indian Rocks Beach

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 117 reviews

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

4.91 out of 5 average rating, 140 reviews

A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.

Condo in Treasure Island

2/2 Newly remodeled Beach Front - Sunset Vistas

4.93 out of 5 average rating, 103 reviews

A light and airy living area features two upholstered chairs and a spacious couch facing a coffee table. Large windows provide views of the bright outdoor scenery, and a ceiling fan is visible above. A dining area, subtly integrated with the kitchen, occupies the background.

Condo in St. Pete Beach

1145 Sqft! - 2 Bed 2 Bath (BAY/GULF FACING) Condo!

Fitness-Friendly Holiday House

A modern bedroom features a four-poster bed dressed in neutral linens, complemented by wall-mounted lamps. A decorative bench is placed at the foot of the bed. Natural light fills the room through large sliding glass doors that open to a private balcony.

4.92 out of 5 average rating, 153 reviews

4BR Golf View-Heated Pool/IMG Academy/Near Beaches

4.98 out of 5 average rating, 178 reviews

Home in Sarasota

LUXE home 6mi to Siesta w/ incredible pool area!

Home in Bayshore Beautiful

4.92 out of 5 average rating, 165 reviews

FLASH SALE! Walk to Bayshore |King beds| Pets ok!

4.95 out of 5 average rating, 127 reviews

Home in Tampa Heights

Luxury Wellness Retreat: Sauna&Cold Plunge Getaway

4.92 out of 5 average rating, 138 reviews

A quaint beach house is surrounded by lush greenery and palm trees, featuring a sandy front yard. A wooden deck with two blue chairs offers an inviting spot for relaxation. The house showcases a cheerful yellow exterior, complemented by vibrant landscaping.

Home in Longboat Key

Longboat Key Beach House

4.98 out of 5 average rating, 252 reviews

The living room is furnished with a large sectional sofa adorned with red accent pillows. A wooden coffee table is situated on a patterned rug, complemented by contemporary artwork on the walls. A wall-mounted television is visible, along with a stylish clock.

Home in Tampa

Bucs Bungalow Stadium Home, King Bed Suite, Gym

An outdoor area features a heated pool surrounded by lounge chairs and umbrellas. A fire pit is positioned in front of a seating arrangement, creating a cozy gathering spot. Soft lighting from string lights adds ambiance to the serene space, enhanced by lush greenery.