Fitness-friendly holiday rentals in South Sarasota

4.9 out of 5 average rating, 158 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.

Flat in Burns Square

Adorable Historic & Charming Walkable Safe Area

Our historic building was built in the 1950's as the main gateway into Sarasota from the south. Nestled between high-end residential Laurel Park, Palm Avenue and Hudson Bayou. Centrally located between Siesta & Lido Beaches. Next to the Bayfront Marina, Whole Foods, Selby Gardens, Opera, Library, Performance & Movie Theaters, restaurants, shopping, nightlife, boat/water activity/rentals, parks, spas, public transport, 10 minutes to airport. Walking area and free trolleys, moped & scooter rental.

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.

4.93 out of 5 average rating, 109 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.

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.

4.89 out of 5 average rating, 167 reviews

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!

Guest suite in Port Charlotte

4.96 out of 5 average rating, 119 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

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.

4.91 out of 5 average rating, 105 reviews

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

Sleeps 2-Close to Downtown, Beaches & Airport

This small but quaint one-bedroom condo is a perfect blend of charm and modern convenience, featuring a series of thoughtful upgrades. The kitchen and bathrooms have been meticulously renovated with sleek countertops and contemporary fixtures, adding a touch of luxury. Modern ceiling fans and bed-side reading lights enhance comfort and functionality, while flat-screen televisions in both rooms provide ample entertainment options. And let’s not forget the built-in device-charging capabilities!

4.93 out of 5 average rating, 112 reviews

The exterior of the bungalow showcases a single-story structure with a welcoming entrance. The driveway extends alongside a lush green lawn, while tropical landscaping, including palm trees and bushes, frames the home, creating a relaxed and inviting atmosphere.

Bungalow in Sarasota

Charming 3BR Home•Walk Downtown•Close to Lido Key

Relax Near the Bay-Ideal for Families & Professionals Welcome to Bayview Bungalow-your stylish Sarasota retreat just steps from the bay! This 3-BR, 2-bath home is perfect for families and professionals. Enjoy: •A fully stocked kitchen •Free driveway parking •Fenced yard with BBQ •Beach gear & supplies included Walk across the street to Bay Park, grab coffee at a nearby café, or catch a show at Van Wezel Performing Arts Center. Minutes from Lido Key, St. Armands, and downtown hotspots.

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.

4.84 out of 5 average rating, 116 reviews

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

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, 148 reviews

Free Early Chk-in, Near-Ringling College Van Wezel

Beach ready Apt!! Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on a main road 1 mile from downtown Sarasota. Beside ARTS&DESIGN COLLEGE!! Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. This cornerr apartment has a dazzling wrap-around patio .and 2 Bicycles. Send me a message if you have any questions .

4.98 out of 5 average rating, 165 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!

Welcome to The Palmieri - the ideal Sarasota family vacation destination! Minutes from DT, Siesta & Lido beach, our beautifully styled home features an incredible backyard with a heated pool, hot tub, fire pit, playland, and a shaded lounge. Spacious and open inside, with a fully equipped kitchen, and all the cozy feels of home. The finished garage houses beach supplies for your convenience, and thoughtful touches throughout combine comfort & luxury for an unforgettable experience.

4.79 out of 5 average rating, 145 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 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, 346 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. Enjoy 2 free bikes day rental with booking!

Popular amenities for fitness-friendly rentals in South Sarasota

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

4.83 out of 5 average rating, 18 reviews

Oceanview 2BR Condo with Heated Pool

A spacious sleeping area features a large bed adorned with a colorful patterned blanket. Light enters through vertical blinds, illuminating the wood-like flooring. A decorative painting hangs above the bed, while a bench at the foot and a chair add functional elements to the room.

4.59 out of 5 average rating, 34 reviews

[S] 2/2bedr&bath condo, pool,close to Siesta Beach

Flat in Indian Beach-Sapphire Shores

A modern living area is presented with a sectional sofa and armchair, complemented by a coffee table and decorative accessories. Large windows allow natural light to fill the space, while a dining area with a round table and chairs is visible in the background.

5 out of 5 average rating, 11 reviews

Sarasota condo near Downtown

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.

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

4.83 out of 5 average rating, 30 reviews

A spacious bedroom is depicted, featuring a large bed adorned with floral bedding and coordinating pillows. Soft lighting is provided by two bedside lamps, while a ceiling fan ensures comfort. A decorative wall piece and a small plant add a touch of nature to the room.

Flat in Bradenton

MyCataleya Beautiful Florida Condo (Bradenton)

Flat in Indian Beach-Sapphire Shores

A modern living area features a cozy brown sofa with decorative cushions. A large coffee table and poufs are arranged on a light wood floor, while a sleek kitchen with white cabinets and a mosaic backsplash is visible in the background. A balcony door allows natural light and views of the outdoors.

5 out of 5 average rating, 19 reviews

Luxury oasis in Sarasota

A modern living area features large glass windows that provide natural light and a view of the outdoors. A comfortable sofa with accent pillows sits next to a stylish coffee table. The dining area showcases sleek chairs around a white table topped with decorative elements.

4.93 out of 5 average rating, 29 reviews

Apartment in Sarasota

4.96 out of 5 average rating, 23 reviews

An aerial view captures a shared pool surrounded by palm trees and lounge chairs. Residents enjoy leisure time in the water, while additional chairs are positioned around the pool area, enhancing the atmosphere of relaxation within a well-maintained community.

Flat in Siesta Key

Siesta Sunset Townhouse

Fitness-friendly apartment rentals

Apartment in Indian Beach-Sapphire Shores

A spacious pool area is surrounded by modern buildings, featuring lounge chairs arranged around the water's edge. The pool, shaped in a gentle curve, invites relaxation under a clear blue sky with a few scattered clouds.

Luxe Waterfront Resort Style Living at its Best!

A landscaped pathway is flanked by vibrant flowering plants and palm trees. Neatly trimmed grass lines the walkway, leading to a serene courtyard. Soft lighting from a garden lantern adds to the peaceful ambiance of this tropical setting.

4.93 out of 5 average rating, 158 reviews

Siesta Key Serenity At The Palm Bay Club

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.

4.95 out of 5 average rating, 136 reviews

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

A modern waterfront condominium complex is set along a tranquil canal, featuring multiple levels with balconies. Well-maintained pathways lead to docks lined with boats, surrounded by lush greenery. A colorful sunset casts a warm glow across the building's facade and the water.

The Strand, Luxury Condo, Breathtaking Water Views

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

4.98 out of 5 average rating, 191 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Apartment in Bradenton

Luxury 3/3 Margaritaville Resort

5 out of 5 average rating, 6 reviews

Johnnys Island Palm | Walk to Beach & Dining

Apartment in Longboat Key

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.

4.9 out of 5 average rating, 194 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Fitness-friendly house rentals

4.92 out of 5 average rating, 131 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

5 out of 5 average rating, 5 reviews

Terrific location! 30% off monthly stays!

4.99 out of 5 average rating, 156 reviews

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.

Home in Cove

My Peaceful place on the bay.

A cozy living area is presented with a grey couch and armchair, complemented by a wooden coffee table. Large windows allow natural light to fill the space, while sliding glass doors open to a deck. Decorative elements include ocean-themed artwork on the walls.

5 out of 5 average rating, 4 reviews

Vacation Resort w/ Waterpark+Gym

4.91 out of 5 average rating, 124 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

4.95 out of 5 average rating, 40 reviews

The exterior of the home displays a modern façade with a light-colored exterior and dark accents. A well-maintained lawn is complemented by neatly trimmed landscaping. A welcoming pathway leads to the front door, framed by arched windows on either side.

Home in Lake Sarasota

J&K Dream Home in Sarasotau eve uejr

4.92 out of 5 average rating, 101 reviews

Home in North Port

Private Heated Pool/Spa, 4bed/2bath, Pets Welcome

An inviting outdoor space features a private pool surrounded by a screened enclosure. The area includes a hot tub, and ample seating for relaxation. Soft lighting enhances the tranquil atmosphere as the sky transitions to evening hues, creating a serene environment for enjoyment.