Apartment holiday rentals in South Sarasota

A modern bedroom features a spacious bed with crisp linens and a light-colored throw. A wooden dresser stands against the wall, and a framed artwork of a cow adds a touch of character. Subtle lighting from the bedside lamps enhances the inviting atmosphere.

4.88 out of 5 average rating, 314 reviews

[Beach Retreat] modern condo +5 min. walk to beach

5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($40 each per stay)

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

4.89 out of 5 average rating, 138 reviews

Crystal House on Siesta Key Beach

This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

4.98 out of 5 average rating, 121 reviews

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

Apartment in Vamo

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

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.

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

4.96 out of 5 average rating, 138 reviews

Your Modern Beachside Getaway!

Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

A heated swimming pool is centrally located, surrounded by colorful lounge chairs in red, yellow, and green. The turquoise water is inviting under clear blue skies, with palm trees bordering the area. Nearby, several outdoor chairs are positioned for relaxation.

4.91 out of 5 average rating, 261 reviews

Near beach. Daily rentals. Pool. king bed

Villa 1 is a ground floor end unit. You have your own private entrance. With self check in key pad Featuring 1 bedroom, 1 bathroom, large living room with SMART TV, A/C, Kitchenette with stainless steel appliances ,Granite counter tops, Fridge Freezer. Separate bedroom with King Bed, Free wifi .Free parking for 1 vehicle. Shared swimming pool. Daily and weekly rentals. 2 mins walk to Crescent beach Siesta Key Beach Access #13 No smoking $250 Fee No pets $250 Fee No bikes inside rental.

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, 368 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.

The entrance of a two-story building is framed by palm trees, featuring a central fountain surrounded by greenery. The steps leading up to the entrance are painted red, contrasted against the yellow exterior, while the name 'Villa Maria' is displayed above the staircase.

4.92 out of 5 average rating, 126 reviews

Siesta Key - 1/2 Mile to the Beach!

Super comfy 2nd floor 2 bedroom/2 bathroom fully-equipped condo that sleeps 4 - only 1/2 mile from beach access # 12 to the Gulf of Mexico! We suggest to drive to the main section of Siesta Key Beach which has lifeguards and bathrooms.Located in a small and quiet complex as well as all of Sarasota's shopping and dining (without beach traffic). Our condo is exceptionally clean and has all the comforts of home on your tropical getaway. Minimum age of primary renter is 25 years old.

The kitchen features modern appliances including a stainless steel refrigerator, an oven, and a microwave. White cabinetry complements the granite countertops, while pendant lighting provides illumination. A breakfast bar with white stools offers an inviting space for casual dining.

4.92 out of 5 average rating, 118 reviews

Oceans2

This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki hut, or try your luck on the fishing pier, all while viewing the boats on the intercoastal as they pass by. Included is a private deeded beach access that is an easy 5 min walk . Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. Boat slip available for up to 24' .

Apartment in Gulf Gate Estates

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

4.97 out of 5 average rating, 125 reviews

Modern Studio · 5 min from Siesta Beach

Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

A private outdoor patio is highlighted, featuring a round table surrounded by four chairs. A large blue umbrella provides shade, while tropical greenery adds a natural backdrop. Paved brick flooring completes the inviting outdoor space, ideal for relaxation.

4.92 out of 5 average rating, 223 reviews

Steps to Beach & Siesta Key Village-Village condo

Steps from the sugary white sand of world famous Siesta Key Beach and the turquoise waters of the Gulf of Mexico. Our charming beach house is situated in a relaxing tropical setting with a private outdoor patio. It is ground level with a reserved parking space right in front of the unit. Newly renovated with tile floors, fully equipped kitchen with sleek granite counter-tops and pendant lighting, you will enjoy a warm and inviting atmosphere.

A cozy living area is depicted, featuring a comfortable sofa and two light blue armchairs. A wooden coffee table is centered in the space, while a small TV is positioned on a decorative cabinet. Soft lighting from floor lamps enhances the inviting atmosphere.

4.85 out of 5 average rating, 157 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.

Popular amenities for South Sarasota apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

An aerial view captures a vibrant Siesta Key neighborhood, showcasing well-maintained homes amidst lush palm trees. The crystal-clear waters and white sandy beaches are visible in the distance, alongside the coastline dotted with beachgoers. Nearby, a mix of buildings emphasizes the area’s charm and accessibility.

4.96 out of 5 average rating, 55 reviews

Beach Rd, 300ft to Beach Access & 500ft to Village

4.98 out of 5 average rating, 61 reviews

SK condo heated pool & arcade, short walk to beach

Apartment in Gulf Gate Estates

A spacious living area features a gray sofa and armchair, accented by bright orange and yellow decorative elements. A large window brings in natural light, showcasing a view of greenery. A vibrant area rug adds color, while a media console and coffee table complete the setting.

4.86 out of 5 average rating, 74 reviews

The Perfect Shiny Oasis

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, 39 reviews

Chill Sarasota Hideaway

4.94 out of 5 average rating, 32 reviews

Your Beachside King Suite Retreat!

4.9 out of 5 average rating, 30 reviews

Pineapple Cove: Walk to Crescent Beach & Dining!

An open-concept kitchen and dining area features a spacious bar with modern stools. Natural light brightens the room, highlighting the sleek appliances and clean lines of the white cabinetry. A dining table is visible, with a warm wood floor adding to the inviting ambiance.

4.97 out of 5 average rating, 33 reviews

Lovely two bedroom Condo

4.95 out of 5 average rating, 43 reviews

bayside condo, deeded beach access, heated pool

Pet-friendly apartment rentals

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!

Apartment in Saint Armands

The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.

4.92 out of 5 average rating, 76 reviews

Steps from Lido Beach & St. Armands Circle

Apartment in Holmes Beach

The living area features a seating arrangement with two blue sofas and a light coffee table. A ceiling fan is present, along with a beige recliner. Large glass doors open to a lanai, allowing natural light to fill the room, complemented by coastal-themed art on the walls.

4.98 out of 5 average rating, 101 reviews

A Coastal Retreat Steps From the Sea

4.95 out of 5 average rating, 107 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Apartment in Venice

Short walk to beach 4, King bed, Dog Friendly

4.97 out of 5 average rating, 200 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

Superhost

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

4.83 out of 5 average rating, 136 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

Superhost

Apartment in Gulf Gate Estates

4.91 out of 5 average rating, 53 reviews

Updated condo minutes to Siesta Key Beach

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

Apartment rentals with a pool

A serene lanai view features a dining table with chairs overlooking the community pool. Lush palm trees frame the scene, while sunlight reflects off the water's surface. A doorway is visible, leading to the interior of the condo.

4.96 out of 5 average rating, 216 reviews

Gateway to Siesta Key - 1/2 Mile to the Beach

A cozy deck area features outdoor seating with two bar stools and a small table adorned with flowers. Palm trees provide shade while a serene waterfront view is visible, with a private dock and a pool in the background.

4.97 out of 5 average rating, 60 reviews

Siesta K- Kayak, Boat Dock, Pool, & walk to Beach

Apartment in South Bradenton

A spacious living area is illuminated by natural light, featuring a comfortable sofa and a sleek coffee table. A dining table with chairs complements the space, and sliding glass doors provide access to a balcony with outdoor seating.

4.92 out of 5 average rating, 48 reviews

Luxury Condo, Free Wifi,Pools,Tennis, Beaches - 2

4.87 out of 5 average rating, 15 reviews

Beautifully Remodeled Stylish Condo in Sarasota

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

4.98 out of 5 average rating, 53 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

An aerial view showcases the waterfront property, highlighting the building's proximity to the canal. Nearby greenery and water feature prominently, while the surrounding area includes various residential and commercial structures, indicating a vibrant community. The pool is visible, situated on the property.

4.94 out of 5 average rating, 32 reviews

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

A spacious dining area is presented with a round glass table surrounded by dark wooden chairs. A modern light fixture hangs above, illuminating the area. The kitchen features white cabinetry, stainless steel appliances, and a large island with bar stools, creating a welcoming and functional space.

4.96 out of 5 average rating, 72 reviews

Siesta Key Spacious, Modern 2 bed, 2 bath condo

A heated pool is surrounded by lounge chairs set on a white deck, with palm trees and lush greenery nearby. A multi-story building looms in the background, along with a tennis court visible at the side. A safety sign is placed by the gated entry.