Fitness-friendly holiday rentals in South Sarasota

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, 162 reviews

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.

4.91 out of 5 average rating, 116 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, 170 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!

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

Beach ready Apt!! Echo/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 .

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, 111 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

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.

4.85 out of 5 average rating, 102 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.

4.89 out of 5 average rating, 105 reviews

An inviting private backyard features a sparkling heated pool surrounded by a spacious screened patio. Comfortable loungers are positioned nearby, with a shady area provided by the overhead structure. Lush greenery accents the space, enhancing the tranquil outdoor atmosphere.

Home in South Sarasota

Siesta Key FL: Heated Pool, Beaches, Family Fun

Escape to a stylish and spacious retreat near the world-famous Siesta Key Beach! This 3-bedroom, 2-bathroom home sleeps up to 10 guests, making it perfect for families, groups, or workcations. Relax by the private heated pool in the fenced backyard, whip up gourmet meals in the fully equipped kitchen, or explore Sarasota’s vibrant dining, shopping, and cultural attractions just minutes away. Whether you’re here to soak up the sun or create family memories, your Florida getaway starts here.

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

4.98 out of 5 average rating, 171 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.

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, 367 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.

4.93 out of 5 average rating, 56 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

Escape to sunny Sarasota in this newly renovated 3 bed/2 bath home, with a big swim spa (heated with temp control & jets!). Book 7 nights and get discount. Perfect for families (up to 8 guests) & 10 minutes from the stunning Siesta Key Beach. Enjoy beach days with provided towels and chairs, and all the comforts of home with a fully equipped kitchen and washer/dryer. Convenient vehicle rentals nearby. Pet-friendly and non-smoking. Book now for the ultimate Florida vacation!

Popular amenities for fitness-friendly rentals in South Sarasota

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Superhost

Flat in Gulf Gate Estates

4.59 out of 5 average rating, 34 reviews

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

4.82 out of 5 average rating, 22 reviews

Flat in Sarasota

Coastal Retreat Steps from Crescent Beach

4.79 out of 5 average rating, 24 reviews

Flat in Longboat Key

Private Beach, Outside Patio with Full Gulf View

5 out of 5 average rating, 23 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

5 out of 5 average rating, 7 reviews

Flat in Siesta Key

Gertrude's Siesta | Palm-view Pools Private-Beach!

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, 24 reviews

Luxury oasis in Sarasota

4.94 out of 5 average rating, 35 reviews

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.

Flat in Central Cocoanut

Apartment in Sarasota

4.96 out of 5 average rating, 28 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

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.

4.98 out of 5 average rating, 64 reviews

2 BR condo in Siesta Key w/ Private beach access

Apartment in Indian Beach-Sapphire Shores

A balcony is showcased with a sunset view over the canal and bay. Two wooden bistro tables are set, featuring turquoise cups and a small floral centerpiece. The railing provides an unobstructed view of the waterfront and surrounding landscape.

5 out of 5 average rating, 5 reviews

Resort Pool/Spa, Fitness Center, Waterfront Views!

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, 161 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.

4.94 out of 5 average rating, 142 reviews

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

A tranquil pool area is surrounded by palm trees, reflecting the clear blue sky. Lounge chairs are positioned around the pool's edge, inviting relaxation. The sun casts a warm glow over the scene, enhancing the peaceful ambiance of the resort.

4.98 out of 5 average rating, 126 reviews

Siesta Key For Me @ The Palm Bay Club

4.94 out of 5 average rating, 170 reviews

A vibrant sunset is captured over the water, with deep orange and yellow hues blending against a backdrop of clouds. The scene is framed by silhouettes of foliage, creating a serene natural setting that highlights the beauty of the coastal landscape.

Apartment in Bradenton

Luxury 3/3 condo in Margaritaville Resort

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.

4.89 out of 5 average rating, 208 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

An aerial view captures a landscaped area featuring a spacious pool surrounded by palm trees. The expanse of Crescent Beach is visible beyond the manicured gardens, with the ocean stretching towards the horizon under a bright blue sky.

4.87 out of 5 average rating, 109 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Fitness-friendly house rentals

4.96 out of 5 average rating, 24 reviews

10 mins to Lido Beach. Clean Villa w/ Patio+Grill

4.92 out of 5 average rating, 142 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

4.96 out of 5 average rating, 107 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

Superhost

A tranquil outdoor space features a cocktail pool surrounded by a screened enclosure, with lounge chairs positioned nearby. A large umbrella provides shade, while an expansive view of a peaceful canal and lush greenery is visible in the background.

Home in Nokomis

5 out of 5 average rating, 3 reviews

Fox Lea Farm / Venice Beach Retreat

The two-story home is framed by lush greenery, showcasing a combination of wooden and stone exterior. A wrap-around deck is visible on the upper level, while the lower level features large windows and a paved pathway leading to the entrance.

4.89 out of 5 average rating, 38 reviews

Tropical Escape, Sarasota!

5 out of 5 average rating, 15 reviews

An outdoor space is showcased with a heated pool visible through a screened enclosure. A flat-screen TV is mounted on a wall, overlooking cozy seating and a small table. Potted plants are placed on the white table, complementing the relaxing atmosphere.

Home in Bradenton

House with heated pool, hot tub, golf course