Fitness-friendly holiday rentals in Siesta Key

A spacious bedroom features a modern white bed with plush pillows and a decorative brown pillow. A mirrored closet reflects the elegantly decorated space, which includes a stylish bedside table and soft lighting from a lamp. Natural light filters through the vertical blinds.

4.91 out of 5 average rating, 117 reviews

The Honeymoon Suite on Siesta Key Beach

This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

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, 142 reviews

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

Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall

4.89 out of 5 average rating, 170 reviews

The exterior of a well-maintained condominium is displayed, featuring a two-car garage and neatly trimmed hedges. Palm trees and lush landscaping frame the entrance, while a clear blue sky enhances the tropical feel of the setting.

Home in Sarasota

5 minutes to private Siesta Key Beach + 2 pools

Escape to this luxurious 1st-floor condo on Siesta Key, just 5 minutes from the award-winning Siesta Key Beach. Enjoy private access to its soft, white sand and turquoise waters. Perfect for families, the condo offers two heated pools, lighted tennis and pickleball courts, a fishing pier, gym, and sauna for endless fun and relaxation. Nestled in a tropical setting, it’s the ideal spot for your beach vacation, staycation, or a peaceful getaway. Everything you need for an unforgettable experience!

4.96 out of 5 average rating, 111 reviews

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.

Home in Bradenton

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

4.92 out of 5 average rating, 144 reviews

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.

Home in Bradenton

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

Welcome to The Cortez Retreat! We are delighted to have you. This gorgeous home has been completely renovated in a peaceful neighborhood overlooking the IMG Golf Course. Pack your bags and get ready to escape to SW Bradenton, just 6 miles from SRQ Airport and 10 miles from downtown Sarasota. Siesta Key has been rated the #1 beach in the US, only 17 miles from the home. Additionally, Ana Maria Island is 11 miles, Lido Beach 12 miles, Coquina Beach 9 miles, and Longboat Key 12 miles from home!

4.91 out of 5 average rating, 112 reviews

A heated pool is enclosed within a screened area, surrounded by lush greenery and outdoor seating. The pool area features a natural stone deck, with lounge chairs positioned for sunbathing. The peaceful environment offers a private retreat for relaxation and enjoyment.

Home in Sarasota

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Fun for the whole family!! Only 1 mile to the Beach! This newly updated home comes fully furnished with 4 bedrooms and 3 bathrooms. With a total of 6 beds, the home sleeps 10 comfortably. The Heated Pool is perfect for swimming, and being only 1 mile to the world famous Siesta Key Beach Access 12, this home also makes beach going easy and convenient. Inside, the home is clean, spacious and newly updated and equipped with smart tvs, air hockey table, pool table foose-ball, Pac-Man - fun for all

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, 104 reviews

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

4.84 out of 5 average rating, 119 reviews

A light-filled living area features a comfortable white sectional sofa with decorative pillows, complemented by a wooden coffee table. Large glass doors lead to an outdoor space, while a television and two lamps enhance the room's functionality and warmth.

Apartment in Sarasota

The Palm Bay Club on Siesta key Beach

Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C . Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slips

A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.

4.82 out of 5 average rating, 137 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

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, 370 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. If we are booked check out our additional units under our profile.

4.79 out of 5 average rating, 152 reviews

An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.

Cottage in Sarasota

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

A spacious living area is furnished with comfortable seating, including a mix of plush sofas and armchairs. A coffee table sits at the center, and a television is discreetly positioned on a stand. Natural light is welcomed through large windows, enhancing the room's brightness.

4.9 out of 5 average rating, 144 reviews

Siesta Key Beach Escape

Siesta key beach is consistently one of the top three beaches in the USA. My condo is within view of the beach and a short walk to the quaint little village. This roomy end unit has two large bedrooms, each with its own bath and walk-in closet. There is a dining room, living room, and large lanai. Walk the beach, jump in the saltwater pool, use the exercise room or enjoy the tennis and pickleball courts. No matter what you do you'll enjoy this magical place.

Popular amenities for fitness-friendly rentals in Siesta Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Flat in Downtown Sarasota

5 out of 5 average rating, 5 reviews

Snowbird’s Paradise w/ Hot Tub, Heated Pool & Dock

Flat in Downtown Sarasota

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.

4.9 out of 5 average rating, 163 reviews

Adorable Historic & Charming Walkable Safe Area

Flat in Indian Beach-Sapphire Shores

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.

4.97 out of 5 average rating, 163 reviews

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

5 out of 5 average rating, 11 reviews

An aerial view showcases a vibrant pool area surrounded by lush palm trees and lounge chairs. Sunshades provide coverage over seating areas, while a hot tub is positioned adjacent to the pool. A picturesque landscape frames the community's outdoor amenities.

Flat in Sarasota

Suite Retreat Near Siesta Key!

5 out of 5 average rating, 9 reviews

Flat in Sarasota

Sandhill Sarasota

4.67 out of 5 average rating, 12 reviews

Flat in Longboat Key

Private Beach Outside Patio with Full Gulf View #3

4.84 out of 5 average rating, 208 reviews

An open-concept kitchen features a large central island with seating. Modern appliances and cabinetry are complemented by a decorative area rug. Natural light fills the space, leading to a cozy living area with a sofa and access to outdoor views through glass doors.

Flat in Gillespie Park

Downtown Apt w/ Pool, Gym, & Coworking Unit 330

5 out of 5 average rating, 24 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.

Flat in Sarasota

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Fitness-friendly apartment rentals

An open-concept living and dining area is highlighted, featuring a white dining table with six chairs, a comfortable seating arrangement, and large glass doors leading to a balcony. A neutral color palette is complemented by a decorative mirror and modern lighting.

4.97 out of 5 average rating, 66 reviews

2 BR condo in Siesta Key w/ Private beach access

The living area features two brown leather sofas flanking a wooden coffee table, with a decorative plant beside an illuminated lamp. Natural light enters through a large window, while a light blue wall and patterned rug enhance the comfortable surroundings.

4.94 out of 5 average rating, 53 reviews

Spectacular Siesta Key Beachfront Condo

Apartment in Indian Beach-Sapphire Shores

5 out of 5 average rating, 3 reviews

Sarasota Waterfront Luxury-near Downtown & Beaches

A spacious living area features comfortable wicker furniture and a neutral color palette. Large glass doors provide views of the greenery outside, while a subtle area rug adds texture to the tiled floor. A decorative painting is mounted on the wall, enhancing the coastal theme.

4.95 out of 5 average rating, 22 reviews

Siesta Key - Intracoastal, Pool & the Beach!

Apartment in Indian Beach-Sapphire Shores

A circular pool is surrounded by modern white buildings, with palm trees dotting the perimeter. The clear blue water reflects the sky, and a poolside lounge chair is positioned near the edge. Paved stones create a pathway around the pool area.

5 out of 5 average rating, 40 reviews

Chill Sarasota Hideaway

Apartment in Indian Beach-Sapphire Shores

The living space features a modern open floor plan with a comfortable blue sofa and a dining area with a stylish light fixture above. A large window provides natural light, and various decorative elements, including plants and wall art, enhance the ambiance.

4.94 out of 5 average rating, 32 reviews

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

A spacious living area features a billiards table in the foreground, complemented by a dining table set for six. Large windows allow natural light to fill the room, with sheer curtains enhancing the open feel while offering views of the outdoors.

4.89 out of 5 average rating, 9 reviews

Anchorage Resort 3 bdrm Luxury Condo w Balcony

Apartment in Longboat Key

A screened lanai features a round table with two white chairs, providing a clear view of the Gulf of Mexico. Tropical greenery and a paved area with beach chairs are visible in the foreground, framed by large windows that allow for natural light.

4.89 out of 5 average rating, 211 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Fitness-friendly house rentals

4.96 out of 5 average rating, 25 reviews

Home in Sarasota

Sleeps 14 10 min to Beach Free Boat Parking onsite

4.98 out of 5 average rating, 173 reviews

An outdoor area is showcased featuring a heated saltwater pool surrounded by lounge chairs. A vibrant play structure adds a playful element, while a hot tub is positioned nearby. Tropical landscaping complements the relaxing atmosphere, offering a family-friendly space for leisure and enjoyment.

Home in Bellevue Terrace

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

4.88 out of 5 average rating, 51 reviews

An aerial view captures the serene coastal surroundings, revealing sandy shores and turquoise waters of Longboat Key. The image also features nearby residential buildings and a tennis court, highlighting the proximity to community amenities and beach access.

Home in Longboat Key

LBK Dreamin' Beach Bungalow

4.93 out of 5 average rating, 58 reviews

A swim spa is illuminated by soft, colorful lighting, offering a tranquil setting for relaxation. Surrounding the spa, a landscaped area features stepping stones and decorative pebbles, with tropical plants and trees creating a serene atmosphere. Ambient lighting along the path enhances the outdoor space.

Home in South Sarasota

SARASOTA PLACE NEAR SIESTA BEACH

4.91 out of 5 average rating, 129 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, 65 reviews

Home in Holmes Beach

Beach getaway pool, spa, mini golf, walk to beach

4.96 out of 5 average rating, 23 reviews

A screened-in private pool area is visible, featuring clear water that reflects sunlight. The surrounding yard is spacious and fenced, providing a serene environment for relaxation.

Home in Bradenton

Pool house(pets ok) Sarasota beaches, UTC mall.