Vacation rentals with beach access in South Sarasota

4.88 out of 5 average rating, 260 reviews

An aerial view showcases a private island surrounded by water, featuring lush greenery and two tiny homes. A manicured lawn is visible with seating areas, umbrellas, and pathways that create a serene outdoor environment.

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.9 out of 5 average rating, 194 reviews

Guest suite in Sarasota

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

4.96 out of 5 average rating, 145 reviews

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.

Condo in Sarasota

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!

4.87 out of 5 average rating, 191 reviews

The studio features a spacious layout with a king size bed adorned with light bedding. A comfortable chair is positioned beside the bed, and a patterned area rug covers the floor. Natural light filters in through the window with striped blinds.

Guest suite in Sarasota

Cozy Eco Private Studio 10 min to Downtown & Beach

This is a delightful, renovated eco-friendly little studio attached to the right side of the main house. We clean everything with natural products. It is bright and spacious and it has a private entrance, and a parking space. There is a small kitchenette with cooking basics, a separate full bathroom, and a king size bed. It is nested in very convenient location, close to everything. It is located a few miles from downtown Sarasota as well as 5-6 miles from Siesta Key and Turtle Beach.

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.97 out of 5 average rating, 117 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.

4.99 out of 5 average rating, 111 reviews

Siesta Breeze ~ Charming Coastal Cottage

The weather is AMAZING! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

4.92 out of 5 average rating, 277 reviews

A welcoming entryway features a bright door with a small window and a decorative hanging piece. Light-colored walls surround a cozy seating area with a modern sofa. A simple side table holds a lamp, and framed artwork decorates the walls, complemented by indoor plants.

Home in Gillespie Park

*Downtown home 10min. drive to beach; walk DT*

In the heart of Gillespie Park, this bright & spacious home is a 10 min. drive to Lido Beaches and within walking distance to downtown shops, grocery, farmer's market, opera house, restaurants, bars, live music, tennis, parks, antique shops and performing arts. Old Florida bungalow on the outside, inside, it's updated with new appliances and bathrooms. A banyan tree offers private, shady repose on the back deck w/grill and dining area. Message me for room availability.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 126 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

4.93 out of 5 average rating, 156 reviews

A single-story tropical home is presented with a light blue exterior and a metal roof. Lush palm trees and colorful plants border the pathway leading to the entrance. An outdoor umbrella sits near the entry, enhancing the welcoming appearance of the property.

Home in Siesta Key

Siesta Key Beach & Village 2BR/2BA Steps to Beach

This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

4.91 out of 5 average rating, 110 reviews

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

Apartment in Sarasota

Minutes to Siesta or DT w/heated pool and Hot Tub

Welcome! This modern 1-bedroom, 1-bath vacation rental offers spa-like amenities and a location you’ll love! Just minutes from the world-famous crystal white sands of Siesta Key Beach, it’s the perfect getaway. Nestled in a quiet, walkable neighborhood just a block from Sarasota Bay, your apartment offers easy access to stunning sunsets, excellent shopping, and dining, all while keeping you outside the beach traffic.

4.98 out of 5 average rating, 111 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

4.97 out of 5 average rating, 358 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Popular amenities for South Sarasota beach access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.99 out of 5 average rating, 78 reviews

A spacious outdoor area is surrounded by lush greenery and palm trees. A private heated pool is visible near the house, which features a whimsical mural on the exterior wall. Sunlight filters through the leaves, creating a serene atmosphere.

Apartment in Sarasota

Beechwood Suites C

Apartment in Southside Village

A bright pink flamingo float rests partially submerged in the clear water of a swimming pool. Sunlight reflects off the surface of the water, enhancing the pool's inviting atmosphere. Surrounding lounge chairs are positioned along the poolside, emphasizing a leisure-friendly environment.

4.98 out of 5 average rating, 52 reviews

Siesta Key 2 miles! Pool, Steps to Dining, +Bikes!

Apartment in Bradenton Beach

4.91 out of 5 average rating, 141 reviews

Newly Remodeled Beachfront Studio - On the sand!

4.75 out of 5 average rating, 205 reviews

A bright and inviting living area features a comfortable dark sofa with decorative pillows. A coffee table sits in the center, showcasing fresh flowers. A large TV is mounted on a pale blue wall, while a dining area with a white table is visible in the background.

Apartment in Sarasota

Siesta Shores: Siesta Key Suite - Ground flr- King

4.95 out of 5 average rating, 191 reviews

A bright and spacious bedroom features a large bed with colorful pillows and a striped accent bench at the foot. A comfortable chair and a standing coat rack are positioned nearby. Natural light enters through sliding glass doors, complemented by soft blue walls and wooden flooring.

Apartment in Nokomis

Casa del Sol II (Non-Smoking Property)

4.81 out of 5 average rating, 308 reviews

A shared pool area is surrounded by vibrant blue walls and tropical greenery. Lounge chairs in various colors are arranged around the pool, inviting relaxation. Bright sunlight reflects off the water's surface, enhancing the welcoming atmosphere of this outdoor space.

Apartment in Siesta key

VILLA 5 · Pool view. King bed. Daily rentals

4.81 out of 5 average rating, 261 reviews

Apartment in Siesta Key

Steps to Siesta Beach | Chic Studio / Pool & Patio

Apartment in Holmes Beach

A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water of the pool reflects the bright sky. Comfortable lounge chairs are positioned on the pool deck, inviting relaxation. A dining table is visible in the background, shaded by trees.

4.96 out of 5 average rating, 163 reviews

Cabin 1 at Spinnakers Vacation Cottages

House rentals with beach access

5 out of 5 average rating, 13 reviews

Luxury Lido Key Getaway on St. Armands Circle

5 out of 5 average rating, 159 reviews

A private heated pool is surrounded by lush palm trees and a well-maintained lawn. An outdoor dining area with a large umbrella is visible, along with two lounge chairs positioned near the pool. The area is brightened by clear blue skies and sunlight.

Home in Siesta Key

Beach, Village, Dock & Private Pool! One-of-a-kind

A well-appointed backyard features a heated saltwater pool surrounded by elegant stone decking. Lush green artificial grass lines the pool area, enhancing the design. Comfortable lounge chairs are positioned nearby, offering a relaxing space for enjoyment under the shade of sleek umbrellas.

4.91 out of 5 average rating, 101 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

A single-story home is depicted, featuring a light-colored facade and a two-car garage. Lush green grass surrounds the property, with palm trees partially framing the view. The sky is filled with fluffy clouds, enhancing the welcoming appearance of the residence.

4.87 out of 5 average rating, 183 reviews

The Sea is Calling

A spacious outdoor seating area features comfortable rattan furniture arranged around a round table. Soft cushions and patterned throws add a cozy touch, while sheer curtains gently sway. A backdrop of lush greenery enhances the tranquil atmosphere of this inviting space.

4.96 out of 5 average rating, 24 reviews

House of Peace oasis,heated pool, pool table, fire

A living room features two reclining genuine Italian leather couches arranged to face a wall-mounted 58" flat screen TV. Natural light enters through sheer curtains, highlighting the wood-burning fireplace and polished wooden flooring. A fan is centrally located above for ventilation.

4.83 out of 5 average rating, 235 reviews

Home away from home mins to Siesta Beach! 4/2

An outdoor pergola is illuminated with string lights, creating a warm ambiance. Comfortable seating is provided with decorative cushions surrounded by potted plants. Soft landscaping features colorful plants and pathway lighting, enhancing the tranquil outdoor space.

4.85 out of 5 average rating, 208 reviews

Near Lido Beach w Hot tub + Fire Pit

A heated pool is surrounded by lush greenery, featuring six lounge chairs and a large umbrella for shade. The patio area is accentuated with tropical plants, while a covered lanai is visible in the background, providing additional outdoor space.

4.99 out of 5 average rating, 92 reviews

You Private Tropical Paradise

Condo rentals with beach access

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

5 out of 5 average rating, 156 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 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.

4.92 out of 5 average rating, 118 reviews

The Honeymoon Suite on Siesta Key Beach

4.85 out of 5 average rating, 125 reviews

Beach Retreat - Jamaica Royale Unit #52

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, 376 reviews

On the Beach; Siesta Key SunBum Studio

4.98 out of 5 average rating, 235 reviews

A clear view of the tranquil waters reveals a vibrant blue float anchored in the shallows. The backdrop features a picturesque beachside resort with palm trees, framed by a clear blue sky and soft sandy shorelines.

Condo in Longboat Key

Island Time on LBK!

4.79 out of 5 average rating, 103 reviews

Beachwalk Townhouse with view of Gulf of Mexico

The exterior of the two-story condo building is visible, featuring a series of balconies adorned with umbrellas. Lush greenery surrounds circular seating areas with white chairs and tables, providing a relaxed outdoor atmosphere. Clear blue skies complement the setting.

4.93 out of 5 average rating, 234 reviews

Private Siesta Key Escape