Fitness-friendly vacation rentals near Anna Maria Island

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, 60 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!

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.

5 out of 5 average rating, 37 reviews

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.

4.92 out of 5 average rating, 130 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.

4.97 out of 5 average rating, 155 reviews

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

Apartment in Sarasota

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt

Beach ready Apt!! WHITE NOISE MACHINE Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

4.9 out of 5 average rating, 167 reviews

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

Condo in Treasure Island

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

4.9 out of 5 average rating, 200 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.

5 out of 5 average rating, 30 reviews

An outdoor space is showcased with a heated private pool and built-in hot tub, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, and an umbrella provides shade. Large windows reflect the sunset's colors, enhancing the tranquil ambiance.

Home in Sarasota

Lux Pelican's Perch | Heated Pool + Hot Tub + Gym

BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, stunning Lux home. Located just a short drive from beautiful beaches and local attractions. Check out this fully loaded home. - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Built-in Hot Tub - Water filtration system - Beach Supplies - Luxe Modern New Construction - Garage Gym - Connected directly to the Legacy Trail with Bikes - Breville Espresso Machine w/ syrups

4.99 out of 5 average rating, 216 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

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

4.97 out of 5 average rating, 352 reviews

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.

Condo in Siesta Key

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. Enjoy 2 free bikes day rental with booking!

Apartment in St. Petersburg

4.94 out of 5 average rating, 116 reviews

Waterfront condo! Fishing pier! Heated pool hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

4.95 out of 5 average rating, 19 reviews

A heated, shared pool is surrounded by lounge chairs and shaded umbrellas. Lush tropical landscaping provides privacy, while the spacious deck offers ample seating for relaxation. The clear blue water glistens under the sun, inviting guests for a refreshing swim.

Home in Holmes Beach

Beachfront Complex! Heated Pool~Pool View! Updated

Coconuts Unit 102 features a king bed, sleeper sofa, professional linen service, fully stocked kitchen, 75" smart TVs in the living room and bedroom, and a private fenced in poolside patio. Located in a Gulf-front complex with a heated shared pool, BBQ grill, beachfront/poolside loungers, coin laundry, and 1 dedicated parking space—all just steps from the beach! Perfect for a relaxing coastal getaway—just bring your sunscreen and unwind!

4.99 out of 5 average rating, 115 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Popular amenities for fitness-friendly rentals near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

4.77 out of 5 average rating, 109 reviews

Apartment in Tampa

Waterfront Fun! Near Stadiums and airport

4.9 out of 5 average rating, 159 reviews

A cozy bedroom features a queen-sized bed with white linens and a decorative pillow. Soft light from two bedside lamps enhances the warm wooden accents. The room includes two windows with wooden blinds, allowing for natural light, and a piece of artwork is prominently displayed on the wall.

Apartment in Sarasota

Adorable Historic & Charming Walkable Safe Area

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.

4.91 out of 5 average rating, 163 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

4.95 out of 5 average rating, 270 reviews

A spacious bed is adorned with two mustard-colored pillows against a tufted gray headboard. A light wooden nightstand holds a small potted plant, and a textured green blanket is draped over the bed. Geometric wooden wall decorations add a modern touch.

Apartment in Tampa

Westshore Tampa 1BR King | Heated Pool & Parking

5 out of 5 average rating, 19 reviews

A spacious living area features large windows that offer views of the outside greenery. Comfortable seating includes a sofa and two chairs, complemented by a dark wood coffee table. A dining area is visible with a round table and four chairs, and a mirror reflects natural light.

Apartment in Sarasota

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Apartment in Madeira Beach

5 out of 5 average rating, 26 reviews

Waterfront Retreat |Steps to Johns Pass+Beach+Pool

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, 180 reviews

The Oasis

Apartment in Madeira Beach

A bright living space is showcased with light grey sofas arranged around a dark coffee table. A large television is mounted on the wall. Decor elements include coastal-themed artwork and decorative baskets, contributing to a relaxed atmosphere. Natural light filters through the window.

4.78 out of 5 average rating, 129 reviews

Ideal Madeira Beach Retreat~ Family Friends &Fido!

Fitness-friendly condo rentals

4.97 out of 5 average rating, 134 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

4.78 out of 5 average rating, 243 reviews

A spacious courtyard is highlighted by a heated pool surrounded by palm trees and lounge chairs. Lush green landscaping encircles the pool area, providing a tranquil setting. The exterior of the condominium features large windows, allowing for bright natural light.

Condo in Longboat Key

SRQ/Longboat Key Beach - kid friendly/romantic B1

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

4.99 out of 5 average rating, 145 reviews

Seasalt Breeze - Easy pool access, Free parking.

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

4.91 out of 5 average rating, 177 reviews

Heron's Hideaway- Studio by the bay!

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, 101 reviews

Beach Days & Family Fun - Last Minute Openings

4.9 out of 5 average rating, 123 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

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

4.98 out of 5 average rating, 280 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.

4.85 out of 5 average rating, 495 reviews

Waterfront condo on top floor @ Boca Ciega Resort

Fitness-friendly house rentals

5 out of 5 average rating, 11 reviews

A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.

Home in Sarasota

Pool, Spa, & Private Gym in the Heart of Sarasota

A vibrant outdoor space is showcased with a table and chairs under a large umbrella, surrounded by lush greenery. The game room features a pool table and retro arcade games, while cozy seating areas inside invite relaxation. A glimpse of the heated pool is visible in the courtyard.

4.93 out of 5 average rating, 44 reviews

Super Clean, Heated Pool & Hot Tub, 6mi to beach

4.93 out of 5 average rating, 30 reviews

An outdoor patio area features a large wooden table surrounded by benches. Lush greenery and potted plants add to the environment. A spacious pool is visible in the background, enhanced by partially shaded areas provided by the roof overhead.

Home in Ellenton

Waterfront Oasis

5 out of 5 average rating, 10 reviews

Fancy Retreat - Luxury-Pool-BBQ-Karaoke

A comfortable living area features a spacious gray sofa adorned with soft pink and white pillows. A round coffee table sits at the center, accompanied by patterned armchairs. Natural light filters through large windows, highlighting a serene ambiance.

4.99 out of 5 average rating, 158 reviews

My Peaceful place on the bay.

5 out of 5 average rating, 4 reviews

Paradise Cove - Modern Home with a Private Pool! O

4.95 out of 5 average rating, 74 reviews

The private screened pool and spa area features a clear view of the tranquil water, framed by palm trees. A putting green is positioned beside the pool, alongside colorful inflatable pool toys. Comfortable seating is arranged under the protective screen, creating a relaxing outdoor space.

Home in Ruskin

Lakefront • Heated Pool & Spa • Basketball • Grill

The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.

5 out of 5 average rating, 47 reviews

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

Other fitness-friendly vacation rentals

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

5 out of 5 average rating, 55 reviews

Wonderful Condo at Avalon - Fully Renovated!

5 out of 5 average rating, 4 reviews

Condo in Bradenton Beach

Runaway Bay 283 by Duncan Real Estate

5 out of 5 average rating, 12 reviews

The open living area features a modern kitchen with granite countertops and seating at the island. A spacious, light-filled lounge area includes a sectional sofa and circular coffee table. The large glass doors lead to a patio with water views, enhancing the airy atmosphere.

Condo in Bradenton

Paradise on the Bay by Coastal Chic Vacations

A spacious bedroom features a four-poster bed layered with white bedding and decorative blue pillows. Natural light fills the room through a sliding glass door that leads to a private balcony with ocean views. A dresser and a television are also visible in the room.

5 out of 5 average rating, 7 reviews

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

4.65 out of 5 average rating, 111 reviews

A pelican is perched on a wooden railing overlooking the ocean, with its long beak prominently displayed. The water reflects gentle waves beneath a cloudy sky, while a sign stating 'No Sitting or Standing on Rails' is positioned below the bird.

Condo in Sarasota

Hotel Style w/pool & Tiki Grill

A serene view of the sun setting over calm waters is captured from a wooden deck. The sky transitions from soft orange to deep blue, while silhouettes of distant islands are visible on the horizon. A glass rests on the railing, complementing the tranquil scene.

4.92 out of 5 average rating, 85 reviews

Your Cozy Island Oasis with Special Winter Rates!

An aerial view showcases a welcoming single-story home with a landscaped front yard and driveway. The home is set against a tranquil backdrop of trees and waterways, reflecting a serene atmosphere.

4.92 out of 5 average rating, 25 reviews

*Lakefront Oasis | Heated Pool | AMI | Sleeps 10

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.