Beach house vacation rentals in Siesta Key

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Top-rated beach house rentals in Siesta Key

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Guest favorite

Home in Siesta Key

4.9 out of 5 average rating, 105 reviews

Siesta Key, FL - Casa Berano

Quiet, private home on lovely Siesta Key. 1.6 miles from lovely #1 Beach in the country. 1.9 miles to Siesta Key Village. FREE shuttle to village & beach 7 days a week. Private saltwater pool/enclosed lanai. Spacious 3bd/3b. Pets, dogs only, welcome, pls add to your total guest reservation. Open floor plan, large living area. Kitchen opens into living area & 2 dining areas w/ large tables. 2 car gar. brick paved driveway, in home laundry. 6 Guests Max 2 pets Max (dogs only), under 50lbs

Aug 19 – 26

G$58,977 GYD per night

Guest favorite

Home in Sarasota

5.0 out of 5 average rating, 29 reviews

Siesta Key Fully-Renovated Unit 5 min to the beach

Welcome to our stylish studio just 8 minutes away from the world-renowned Siesta Key. Nestled in a tranquil neighborhood, this modern and cozy retreat is the ideal choice for those seeking a relaxing beach vacation with all the comforts of home. The studio's location offers proximity to a variety of local attractions,fantastic restaurants, and recreational activities. If you're looking for a tranquil and stylish studio near Siesta Key, our Airbnb is the perfect choice. Your beach escape awaits!

Sep 26 – Oct 3

G$23,890 GYD per night

Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 36 reviews

Sunset retreat Indian Beach near downtown Sarasota

Welcome to Casita oasis, located in the heart of Sarasota in the historic Indian Beach/Sapphire Shores neighborhood. Come relax & enjoy this peaceful and centrally-located retreat. Private Home, new construction, beautiful outdoor oasis to unwind and enjoy. Walk to the Bay to watch breathtaking sunsets. Nearby attractions: Jungle garden, Ringling Museum, Selby Gardens, Marina Jacks, Marietta Museum, Lido Key, Siesta Key and Downtown. Lots of restaurants, Art, Music and Culture and famous Beaches

Oct 4 – 11

G$28,106 GYD per night

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 47 reviews

2 bedroom 1 bath 7 mins to the beach

Relax at this peaceful and charming 2 bedroom 1 bath space with a dedicated driveway, front porch, and fenced backyard. Perfect for couples and families alike, there is a queen bed master bedroom and a bunkbed room for more! This unit is newly renovated and is part of a duplex with a large shared backyard. Walking/biking distance or short drive to grocery stores and restaurants and 7 mins to Siesta Key, FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown all short drives away!

May 9 – 16

G$25,376 GYD per night

Guest favorite

Home in Sarasota

4.85 out of 5 average rating, 162 reviews

Authentic Florida Bungalow near Downtown and Beach

Revisit the charm of old Florida in this 1943 cottage that has been lovingly restored. Relax on the indoor screened porch with a book or a game of cards. New air conditioning, beautiful quartz countertop in kitchen with newer appliances.Super comfy king size bed and full beds will sleep up to 4 in 2 bedrooms. Fabulous location with only 16 blocks to downtown, 10 minutes to St. Armands Circle, beautiful Lido Key . Directly on bus line for public transportation and 10 minutes to SRQ airport.

Jun 26 – Jul 3

G$16,507 GYD per night

Guest favorite

Home in Sarasota

4.87 out of 5 average rating, 132 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Nov 22 – 29

G$77,237 GYD per night

Guest favorite

Home in Siesta Key

5.0 out of 5 average rating, 45 reviews

Coolest House in Siesta Key Village

This house is a perfectly decorated and maintained mid century modern masterpiece. The Sarasota School of Architecture style permiates all living spaces, indoors and out. Artwork added to the property in past several years keeps the mid century sex appeal alive and fresh.(Rothko, Calder,Kline,etc.). 8-10 min walk to beach. 1-2 minutes using our 6 3 1 bikes. Cruise back from a day out and enjoy Agnelli built pool and spa. Privacy, Style, Beach and Village, is that what you are looking for?

Nov 2 – 9

G$93,974 GYD per night

Guest favorite

Home in Siesta Key

5.0 out of 5 average rating, 22 reviews

Beachfront 180-Degree View, Walk to Village!

This secluded beachfront property offers panoramic 180-degree views of the beach and the Gulf from this newly renovated top floor condo, ideally located an easy 5-minute walk from Siesta Key Village. This spacious 2 bedroom 2 bath is filled with light and stocked with everything you need for an amazing stay at America's best beach. Savor the sunrises and sunsets on the wraparound porch while you watch dolphins, turtles, and diverse bird life on the quietest most natural part of Siesta Beach.

Sep 21 – 28

G$120,038 GYD per night

Superhost

Home in Siesta Key

4.87 out of 5 average rating, 119 reviews

"Safe & Clean" Palm Oasis - Relax in comfort!

The Palm Oasis is a 4-bed home with 2000 sqft, only 1 block away to Siesta Key Beach. This home is on one level and has all the amenities including a brand new salt-water pool which is the center of the backyard and a outdoor BBQ grill to make fabulous burgers. All bedrooms offer a flat screen TV. This home offers 1 king, 2 double beds, 1 queen and 2 twin’s beds with 3 full bathrooms accommodation 8 people maximum. * Home has a 1 week minimum booking requirement.

Dec 9 – 16

G$180,295 GYD per night

Guest favorite

Home in Siesta Key

4.92 out of 5 average rating, 141 reviews

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.

Dec 30 – Jan 6

G$87,295 GYD per night

Guest favorite

Home in Siesta Key

5.0 out of 5 average rating, 7 reviews

Vintage Coastal

Enjoy Siesta Key to is't fullest with this well appointed house. This house sits right on a canal with water access so you can enjoy kayaking and paddle boarding at your leisure. Also outside is and outdoor fire pit and a screened in pool that is heated so you can enjoy year round. Once you step inside this beautiful house you are greeted with a bright and airy beach theme that extending into the kitchen with white cabinets and marble countertops.

Sep 13 – 20

G$77,298 GYD per night

Guest favorite

Home in Sarasota

5.0 out of 5 average rating, 279 reviews

Stunning Luxe Casita- Gateway to Siesta Beach

Newly built and completed in 2019; this guest house is just a few minutes walk to one of the world's best beaches, Siesta Key. Your own private drive to this elegant secluded enclave is close to shopping, restaurants and all the fun Sarasota and Siesta Key offer. Tall ceilings, double pane windows, extraordinary insulation, beautiful finishes and furnishing details make this an unusually quiet and comfortable refuge.

Dec 6 – 13

G$58,705 GYD per night