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Places to stay near Siesta Beach

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Top-rated vacation rentals near Siesta Beach

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Superhost
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.
Condo in Siesta Key

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!

4.88 out of 5 average rating, 146 reviews
Top guest favorite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

4.94 out of 5 average rating, 100 reviews
Guest favorite
Condo in Siesta Key

Beachwalk Townhouse with view of Gulf of Mexico

Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

4.79 out of 5 average rating, 109 reviews
Top guest favorite
Home in Sarasota

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

4.95 out of 5 average rating, 198 reviews
Guest favorite
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.
Condo in Siesta Key

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.

4.85 out of 5 average rating, 110 reviews
Top guest favorite
Apartment in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

4.94 out of 5 average rating, 142 reviews
Top guest favorite
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.

4.93 out of 5 average rating, 168 reviews
Guest favorite
Condo in Siesta Key

Gulf Views | Walkable | Spacious

Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. (Daytime weekday construction nearby may cause intermittent noise in 2026.)

4.92 out of 5 average rating, 165 reviews
Top guest favorite
Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

4.92 out of 5 average rating, 170 reviews
Guest favorite
A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.
Condo in Siesta Key

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!

4.88 out of 5 average rating, 175 reviews
Top guest favorite
Home in Siesta Key

Heated pool & Infrared Sauna, 2 min to beach

Our 3-story home offers privacy for multiple families and is just 1 mile from Siesta Key Beach. Call the free shuttle for a quick ride to the Village for shopping and dining. Enjoy TVs in every bedroom, a full kitchen, laundry room, infrared sauna, and beach chairs. Two bedrooms have private baths. Relax in the heated pool and covered outdoor dining area while watching the game, surrounded by palm trees and salty air. SunfishBeachSiesta awaits!

4.98 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Siesta Key

Siesta Key Escape | 2BR + Den | Pool & Gulf Views

Cozy Coastal Getaway 🌊 Beautifully updated 2BR + den, 2BA apartment (1,200 sqft) on the first floor with 2 private balconies and partial Gulf views from the den. Sleeps 6 guests max (King, 2 Twins, Queen in den). Stay cool with central AC and ceiling fans in every bedroom and the kitchen. Enjoy a full kitchen, washer/dryer, 2 TVs, and a heated lagoon-style pool shared by just two duplexes—your perfect Siesta Key retreat!

4.86 out of 5 average rating, 222 reviews

Popular amenities for vacation rentals near Siesta Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Siesta Beach

Siesta Beach

1,606 locals recommend

Sarasota Beach

80 locals recommend

Crescent Beach

70 locals recommend

Siesta Key Beach

169 locals recommend

Siesta Key

81 locals recommend

The Beach Club

70 locals recommend

Condo rentals with wifi

Top guest favorite
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.
Condo in Siesta Key

Beachfront Siesta Key | Gulf View + Private Beach

4.97 out of 5 average rating, 395 reviews
Top guest favorite
A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.
Condo in Siesta Key

Heated Pools & Spa · Private Beach + Bay Views

4.97 out of 5 average rating, 137 reviews
Top guest favorite
A three-story condominium building is shown, featuring a combination of palm trees and lush green landscaping at the forefront. Balconies are visible on each level, with a red-tiled roof adding a distinct character to the architecture.
Condo in Siesta Key

Seaside on Siesta Key Beach

4.96 out of 5 average rating, 125 reviews
Guest favorite
A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.
Condo in Siesta Key

Siesta Key Beach Front Condo

4.9 out of 5 average rating, 135 reviews
Top guest favorite
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.
Condo in Siesta Key

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

5.0 out of 5 average rating, 172 reviews
Guest favorite
Condo in Siesta Key

Beach Retreat - Jamaica Royale Unit #52

4.86 out of 5 average rating, 138 reviews
Guest favorite
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.
Condo in Siesta Key

Sarasota Surf & Racquet Club Siesta Key Condo

4.83 out of 5 average rating, 150 reviews
Guest favorite
A beachfront pool area is shown under a bright sky, featuring palm trees and umbrellas around the pool. Guests are seen enjoying the water, with lounge chairs and colorful towels placed around the poolside. The ocean is visible in the background, completing the serene atmosphere.
Condo in Siesta Key

Private Beach Siesta Key Resort Jamaica Royale

4.86 out of 5 average rating, 154 reviews

Family-friendly house rentals

Guest favorite
Home in Siesta Key

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!

4.91 out of 5 average rating, 129 reviews
Guest favorite
An outdoor seating area features a rectangular table surrounded by four chairs, all set on a patterned rug. Two cushioned lounge chairs are positioned beside a large umbrella. A BBQ grill and greenery are visible in the spacious, fenced backyard.
Home in Gulf Gate Estates

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

4.95 out of 5 average rating, 130 reviews
Guest favorite
Home in Sarasota

Sun-filled cottage with pool, walk to beach

4.96 out of 5 average rating, 112 reviews
Top guest favorite
A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.
Home in Siesta Key

Siesta Key Quaint Beach House

4.97 out of 5 average rating, 114 reviews
Top guest favorite
The exterior of the remodeled beach house is shown, featuring a spacious front porch with a decorative railing. Lush landscaping includes palm trees and shrubs, while a paved walkway leads to the main entrance. The house is well-lit by natural sunlight with a clear blue sky overhead.
Home in Siesta Key

Siesta Beach House

4.91 out of 5 average rating, 189 reviews
Top guest favorite
A modern kitchen is displayed with a large wooden dining table surrounded by six rattan-style chairs. Two woven pendant lights hang above the table. Stainless steel appliances and wood shelving are visible, and sliding glass doors lead to a green outdoor space.
Home in Sarasota Springs

Palm Tree Haven

4.99 out of 5 average rating, 104 reviews
Guest favorite
An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.
Home in Siesta Key

Beachfront Getaway in Siesta Key

4.78 out of 5 average rating, 564 reviews
Top guest favorite
A private pool area is surrounded by lush greenery, featuring a clear blue water pool and four lounge chairs positioned for relaxation. Umbrellas provide shade, enhancing the serene outdoor space. Tropical plants are situated along the edge, adding to the natural atmosphere.
Home in Sarasota

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

4.98 out of 5 average rating, 119 reviews

Apartment rentals with air conditioning

Top guest favorite
Apartment in Sarasota

Modern 1BR Near Siesta Key + Private Parking

5.0 out of 5 average rating, 275 reviews
Superhost
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

4.88 out of 5 average rating, 129 reviews
Guest favorite
Apartment in Siesta key

· King bed . Pool. Daily rentals

4.85 out of 5 average rating, 385 reviews
Top guest favorite
A private balcony is showcased with two white lounge chairs and a small table. Lush palm trees provide greenery, while a heated pool can be seen beyond the railing. Sunlight filters through the trees, creating a serene outdoor space.
Apartment in Sarasota

Beechwood Suites B

4.99 out of 5 average rating, 108 reviews
Superhost
A light-filled living area features a soft blue sofa adorned with decorative pillows. Large sliding glass doors open to a private screened lanai, enhancing the connection to the outdoors. A simple coffee table is centered on a cozy area rug, with a TV placed against the opposite wall.
Apartment in Gulf Gate Estates

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR

4.86 out of 5 average rating, 197 reviews
Top guest favorite
Apartment in Longboat Key

Beach Bliss!

5.0 out of 5 average rating, 122 reviews
Guest favorite
A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.
Apartment in Lido Key

Lido Key FL Studio/Efficiency 5

4.84 out of 5 average rating, 146 reviews
Top guest favorite
A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.
Apartment in Arlington Park

Studio Minutes to Siesta key, Lido Key, and SMH!

4.97 out of 5 average rating, 240 reviews

Other great vacation rentals near Siesta Beach

Top guest favorite
Home in Siesta Key

Steps to Siesta Key Beach! Sunset Balcony Views!

5.0 out of 5 average rating, 13 reviews
Top guest favorite
Apartment in Siesta Key

Beach Walk Bungalow

4.94 out of 5 average rating, 34 reviews
Guest favorite
Condo in Siesta Key

Siesta Key Beach Front Condo

5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Siesta Key

Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!

4.97 out of 5 average rating, 32 reviews
Top guest favorite
A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.
Home in Sarasota

The Palms Away

5.0 out of 5 average rating, 38 reviews
Top guest favorite
The image captures a vibrant sunset over the horizon, casting warm hues across the sky. Palm trees line the foreground, creating a tropical ambiance. The view also includes a peaceful road and glimpses of the beach beyond, emphasizing the proximity to coastal scenery.
Condo in Siesta Key

Siesta Key Beach front 2 bedroom condo w/ parking

4.97 out of 5 average rating, 62 reviews
Guest favorite
Bungalow in Siesta Key

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

4.98 out of 5 average rating, 52 reviews
Top guest favorite
Apartment in Siesta Key

Bougie Beach Bungalow – Siesta Key, Florida

5.0 out of 5 average rating, 20 reviews

Frequently Asked Questions

  • Where is Siesta Beach located?

    Siesta Beach is on Siesta Key, along Florida’s Gulf Coast near Sarasota. The area is known for its white sand shoreline along the Gulf of Mexico and a relaxed coastal community atmosphere.

  • When is the best time to visit Siesta Beach?

    Many visitors appreciate Siesta Beach during late winter through spring, when warm temperatures, lower humidity, and less rainfall create comfortable beach conditions. Early fall is also frequently suggested for a quieter atmosphere and mild weather.

  • What are some things to do near Siesta Beach?

    You can explore water activities like kayaking, paddleboarding, or joining a boat tour in the area. Around Siesta Beach, discover shops, seafood restaurants, and casual cafés, or visit nearby public parks and nature preserves.

  • How is the weather near Siesta Beach?

    Siesta Beach usually experiences mild winters, with January around 51–72°F (10–22°C), and hot summers near 74–91°F (23–33°C) along with higher rainfall. Humidity and short rain showers are common in summer, while spring and autumn afternoons are often comfortable for outdoor activities.

Destinations to explore