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Places to stay near Tiny House Siesta

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Top-rated vacation rentals near Tiny House Siesta

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Superhost
Home in Gulf Gate Estates

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

4.89 out of 5 average rating, 107 reviews
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 favourite
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
Top guest favourite
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 favourite
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 favourite
An inviting living area features a blue sofa with decorative pillows, complementing a rustic wooden coffee table. A mounted Smart TV displays the Netflix logo. Bright pink LED lights illuminate the ceiling, enhancing the compact kitchen area, which includes bar stools and stylish cabinetry.
Tiny homes in Sarasota

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

4.95 out of 5 average rating, 421 reviews
Top guest favourite
Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

4.98 out of 5 average rating, 125 reviews
Guest favourite
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
Guest favourite
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
Guest favourite
A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.
Home in Gulf Gate Estates

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

4.8 out of 5 average rating, 137 reviews
Top guest favourite
Home in Gulf Gate Estates

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Important for privacy-conscious guests: You are renting a fully private home. There are no shared spaces of any kind. Stylish 4BR home 9 minutes from Siesta Key. Private jacuzzi, equipped kitchen, fast Wi-Fi, and outdoor grill. Sleeps 8, 2 bathrooms. Pet-friendly with fee. Please note: A separate structure on the property has its own entrance and does not share space with the guest home.

4.96 out of 5 average rating, 134 reviews
Top guest favourite
Home in Sarasota

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. 🌴

4.98 out of 5 average rating, 128 reviews

Popular amenities for vacation rentals near Tiny House Siesta

KitchenWifiPoolFree parking on premisesAir conditioning

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Crescent Beach, Sarasota

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Condo rentals with wifi

Top guest favourite
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
Top guest favourite
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 favourite
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
Guest favourite
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 favourite
Condo in Sarasota

LJ's Cottage 2

4.82 out of 5 average rating, 111 reviews
Top guest favourite
Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

4.92 out of 5 average rating, 170 reviews
Guest favourite
Condo in Siesta Key

The Flamingo's Nest at Sea Club II

4.94 out of 5 average rating, 156 reviews
Top guest favourite
An aerial view captures the expansive white sand beach and turquoise waters, lined with beachgoers. The surrounding buildings and amenities are visible, including pools and recreational areas, creating a vibrant coastal atmosphere. Cloud patterns add depth to the bright blue sky above.
Condo in Siesta Key

Beautiful White Sand Siesta Key Beach

4.94 out of 5 average rating, 138 reviews

Family-friendly house rentals

Guest favourite
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.
Home in Sarasota

Heated Pool - Just 1 mile to Beach! Updated/Fun!

4.92 out of 5 average rating, 124 reviews
Guest favourite
Home in Gulf Gate Estates

Your private retreat near Siesta Key Beach.

4.97 out of 5 average rating, 279 reviews
Guest favourite
Home in Siesta Key

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

4.91 out of 5 average rating, 129 reviews
Top guest favourite
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
Top guest favourite
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

4.93 out of 5 average rating, 168 reviews
Top guest favourite
A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.
Home in Sarasota

Fruit /Botanical Garden Estate 2 ml to downtown EV

4.97 out of 5 average rating, 103 reviews
Top guest favourite
Home in Siesta Key

Heated pool & Infrared Sauna, 2 min to beach

4.98 out of 5 average rating, 101 reviews
Top guest favourite
Home in Gulf Gate Estates

Coastal Paradise w/ Pool & Dock, Minutes to Siesta

4.95 out of 5 average rating, 128 reviews

Apartment rentals with air conditioning

Top guest favourite
Apartment in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

4.94 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Longboat Key

Beach Bliss!

5.0 out of 5 average rating, 122 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 favourite
Apartment in Siesta Key

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

4.86 out of 5 average rating, 222 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 favourite
A serene view of the Manatee River showcases calm waters reflecting the sky. Lush greenery surrounds the area, accompanied by a covered dock nearby. An American flag flutters gently, and a hint of a charming structure with a porch is visible to the right.
Apartment in Ellenton

Serenity on the Manatee

4.97 out of 5 average rating, 471 reviews
Top guest favourite
Apartment in Sarasota

Modern 1BR Near Siesta Key + Private Parking

5.0 out of 5 average rating, 275 reviews
Top guest favourite
A spacious living area features a light-coloured sectional sofa adorned with decorative pillows. A wall-mounted smart TV is positioned above a wooden entertainment center. Natural light streams through large windows, contributing to the airy atmosphere. A ceiling fan enhances comfort within the room.
Apartment in Siesta key

VILLA 6 ·Pool 1 King 1 Queen. Daily rentals

4.9 out of 5 average rating, 259 reviews

Other great vacation rentals near Tiny House Siesta

Top guest favourite
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
Guest favourite
Condo in Sarasota

Direct Gulf View - Residence 603

5.0 out of 5 average rating, 5 reviews
Top guest favourite
Bungalow in Sarasota

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

5.0 out of 5 average rating, 11 reviews
Top guest favourite
A bright dining area features a white countertop with four woven bar stools. The open layout reveals a living space beyond, with large glass doors leading to a balcony. A welcome sign and a basket of snacks are positioned on the counter.
Condo in Sarasota

Siesta Key Beach Retreat-Heated Pool-Water View

5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Sarasota

Beautifully updated home 7 min to Siesta Key Beach

5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Arlington Park

Modern Home Heated Pool near Siesta & Downtown

4.96 out of 5 average rating, 46 reviews
Top guest favourite
Townhouse in Sarasota

3BED Home Siesta Key Beach

4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Sarasota

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

5.0 out of 5 average rating, 7 reviews

Destinations to explore