Siesta Key Vacation Rentals

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Browse Select Siesta Key Vacation Homes

Siesta Key Island Rentals
3.0 star property
10.0 out of 10, Exceptional, 14 reviews
"15 minute or less walk to everything you need. "
Siesta Key Island Rentals
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
9.8 out of 10, Exceptional, 70 reviews
"We booked this trip for our buddies wedding. The property was quiet and well maintained. We enjoyed our stay!"
The price is CA $402
CA $902 total
includes taxes & fees
Jun 20 - Jun 21
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very good, 26 reviews
"I like everything, thank you so much!!!"
The price is CA $190
CA $585 total
includes taxes & fees
Jun 12 - Jun 13
Siesta Heron Suites & Villas
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Retreat Half-Mile to Beach/Siesta Key Village
8.8 out of 10, Excellent, 25 reviews
"Overall great experience. Home was close enough to the Siesta Village that we could walk. Close to market and trolley. Quiet neighborhood. House was clean and comfortable."
Retreat Half-Mile to Beach/Siesta Key Village
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, 101 reviews
"This cottage is just steps away from the beach and Siesta Village with many restaurants, shops, and the market. You can park your car and never move it until check out. The cottage’s terrace was perfect for morning and nights. Everything was clean and neat. They have beach chairs (5 Tommy Bahama chairs), a cooler, beach cart, umbrella, and more. Keurig and drip coffee, everything we needed for the kitchen and plenty of paper supplies. We would definitely stay again."
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to Siesta Key Village
9.8 out of 10, Exceptional, 17 reviews
"The place was very nice. The bathroom situation was weird. It was a bit expensive and that stressed my mom out. The kitchen had everything you could possibly need. I wish I would have gotten a place with a pool. We loved the large living and dining area, the beds and pillows were not very comfortable"
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to Siesta Key Village
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
10.0 out of 10, Exceptional, 165 reviews
"This is our second trip to sea palm cottages in the last 8 months. The house is comfortable, the decor is lovely and the owners are delightful to work with. The pool is a backyard oasis and is an easy walk to white sand beaches and downtown restaurants and shops. We are already planning our next visit back!"
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
Beautiful 3 bedroom/2.5 bath Condo On Siesta Key!
9.0 out of 10, Wonderful, 4 reviews
"Across from beach access at end of Siesta Key Public beach and short walk or drive to the village. Clean condo with decent view from across the street of beach. On Beach Rd so can get a bit noisy"
Beautiful 3 bedroom/2.5 bath Condo On Siesta Key!
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop Panoramic Views!
10.0 out of 10, Exceptional, 21 reviews
"This was the first Siesta Key visit for 4 out of 6 of us and we all had a terrific vacation. We spent a lot of time on the beach, used provided chairs and kayaks and took a charter boat one day (we highly recommend Key Life Charters). The Cottages management company was very responsive to a few issues we encountered (internet and elevator) during our stay. The kitchen was well stocked and the gas grill came in handy. The king beds were comfortable. We used Robinhood for bike rentals (they drop...
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop Panoramic Views!
Waterfront hideaway on Siesta Key in Sarasota, Florida
10.0 out of 10, Exceptional, 205 reviews
"House is beautiful. Great location and owner is not only very pleasant to work with but gave us a bottle of wine."
Waterfront hideaway on Siesta Key in Sarasota, Florida
NEW: Steps to the BEACH! Lovely Beach House with a screened-in saltwater pool
The price is CA $572
CA $1,058 total
includes taxes & fees
Jun 12 - Jun 13
NEW: Steps to the BEACH! Lovely Beach House with a screened-in saltwater pool
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
9.8 out of 10, Exceptional, 118 reviews
"Excellent vacation property right at the beautiful Siesta beach. We've rented both units, so we had the whole house and pool area all to ourselves. All details in the house are well though through, house is extremely clean and quiet. Large bedroms wth comfortable beds and plenty of common space in the front unit, smaller space in the back unit. Variety of food delivery options from restaurants in the area. The beach is short stroll away, my 82 yrs old mom was easily making the walk without her...
The price is CA $2,080
CA $4,048 total
includes taxes & fees
Jun 16 - Jun 17
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!
9.4 out of 10, Exceptional, 22 reviews
"Siesta Keys is a must visit 10 out of 10. Our accommodations were outstanding perfect location walking distance to everything a 10 out of 10."
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
7.0 out of 10, Good, 2 reviews
"The property was nice, however it seemed a bit run down overall. The exterior of the building, the staircase, the windows were old and dirty. The jacuzzi tub was old and black chunks bubbled up when we tried to use it. The upstairs bathroom didn’t have a curtain and people down on the street could see my teenagers showering. The beds were very squeaky when you move. Very limited supply of towels/washcloths. I had to ask for more twice. Only four forks in the house, and had to ask for more from...
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
:: Villa Oasis located in the heart of Siesta Key ::
10.0 out of 10, Exceptional, 21 reviews
"Brigitte’s home was the perfect getaway, located in a quiet part of Siesta Key but still a short drive, walk or bike ride to town and beaches. The house was well stocked with plenty of beach gear, a grille, and other amenities. The house has a fabulous decor. We really enjoyed the pool area, which has different places to hang out. Brigitte was a wonderful host, available when needed or to answer questions. We hope to come back again."
:: Villa Oasis located in the heart of Siesta Key ::
Saltwater Serendipity 1 block from beach heated pool townhouse on canal
10.0 out of 10, Exceptional, 1 review
"This was our family’s first visit to Siesta Key. The house was perfect for us. It is so nicely decorated, very comfortable, clean and in a convenient location to the beach and village."
Saltwater Serendipity 1 block from beach heated pool townhouse on canal
Walk to the Village or the Beach, Everything is in Reach from this SK Rental
9.6 out of 10, Exceptional, 122 reviews
"Perfect property for our family of 5!"
Walk to the Village or the Beach, Everything is in Reach from this SK Rental
Admirals Watch | Ocean View w/ Spacious Balcony, Heated Pool, & Walking Distance to Siesta Key Beach
9.6 out of 10, Exceptional, 31 reviews
"Perfect location! Spacious 2 level unit with great views and comfortable furnishings. Pool was better than expected."
Admirals Watch | Ocean View w/ Spacious Balcony, Heated Pool, & Walking Distance to Siesta Key Beach
Siesta Breeze Beach House: 3bed/3bath - Pool-stroll To Beach Or Village!
10.0 out of 10, Exceptional, 131 reviews
"Our family of four (my husband, two children) had just a wonderful stay at Siesta Breeze and couldn’t have asked for a better home to stay in! It is beautiful & equipped with everything inside & out - if we could give it 10 stars we would! Well stocked, clean, and just a short walk to the beach. We felt so grateful to stay here, they have truly thought of everything! We had just the best time and want to say a sincere thanks!"
Siesta Breeze Beach House: 3bed/3bath - Pool-stroll To Beach Or Village!
Quiet neighborhood, heated pool, 1 mile to beach, pet friendly
10.0 out of 10, Exceptional, 10 reviews
"This was a very beautiful and cozy spot. Private, yet close to everything we needed!! Will be back again!"
Quiet neighborhood, heated pool, 1 mile to beach, pet friendly
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See all available properties in Siesta Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Siesta Key

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, 4,379 reviews
"This is a wonderful place to stay. Staff is wonderful and amenities are great. Location is centrally located"
The price is CA $169
CA $222 total
includes taxes & fees
Jun 9 - Jun 10
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, 165 reviews
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is CA $831
CA $993 total
includes taxes & fees
Jun 19 - Jun 20
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, 249 reviews
"We’re a family of 4 and this was perfect for us! Very nice! We would definitely stay again! "
The price is CA $437
CA $633 total
includes taxes & fees
Jun 6 - Jun 7
The Ringling Beach House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Siesta Key Vacation Homes information

Number of reviews
984
Accommodation
644 Vacation Homes
Lowest Price
CA $190
Highest Price
CA $2,080

Recent Reviews in Siesta Key
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