Holiday Homes in Siesta Key

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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Holiday Homes in Siesta Key

Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
Siesta Heron Suites & Villas
The Mermaid at Tiny House Siesta
Outdoor dining

The Mermaid at Tiny House Siesta

2.0 star property
10.0 out of 10, Exceptional, (2)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
The price is AU$294
includes taxes & fees
9 Oct - 10 Oct
The Mermaid at Tiny House Siesta
Chic Studio Cottage - Walk to Siesta Key Beach
TV

Chic Studio Cottage - Walk to Siesta Key Beach

2.0 star property
The price is AU$637
includes taxes & fees
8 Oct - 9 Oct
Chic Studio Cottage - Walk to Siesta Key Beach
Siesta Key Island Rentals
322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
The price is AU$403
includes taxes & fees
8 Oct - 9 Oct
Siesta Key Island Rentals
Tiny House Yellow Lifeguard Stand- pet friendly
Interior

Tiny House Yellow Lifeguard Stand- pet friendly

9.6 out of 10, Exceptional, (43)
"It was absolutely perfect like the photos show. We had a wonderful time. "
The price is AU$315
includes taxes & fees
21 Oct - 22 Oct
Tiny House Yellow Lifeguard Stand- pet friendly
Lulu's Key House Leatherback 2/2 Downstairs
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior

Lulu's Key House Leatherback 2/2 Downstairs

4.0 star property
The price is AU$847
includes taxes & fees
28 Oct - 29 Oct
Lulu's Key House Leatherback 2/2 Downstairs
[lounge like locals] walk to siesta beach +bikes
Fridge, microwave, oven, stovetop

[lounge like locals] walk to siesta beach +bikes

9.8 out of 10, Exceptional, (24)
"The property was very clean and conveniently located ."
The price is AU$436
includes taxes & fees
8 Oct - 9 Oct
[lounge like locals] walk to siesta beach +bikes
Walk to Siesta key beach | Private Dock | Patio | Pool
Fridge, microwave, oven, coffee/tea maker

Walk to Siesta key beach | Private Dock | Patio | Pool

9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
The price is AU$536
includes taxes & fees
8 Oct - 9 Oct
Walk to Siesta key beach | Private Dock | Patio | Pool
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Property grounds

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

9.2 out of 10, Wonderful, (33)
"The property was very clean and in a great location. We had no problems with our stay and had a nice time."
The price is AU$694
includes taxes & fees
21 Oct - 22 Oct
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
[Ocean Oasis] guest house on siesta key
1 bedroom, iron/ironing board, WiFi, bed sheets

[Ocean Oasis] guest house on siesta key

The price is AU$356
includes taxes & fees
8 Oct - 9 Oct
[Ocean Oasis] guest house on siesta key
Heated Pool, 4 Houses to Beach
1 bedroom, iron/ironing board, WiFi

Heated Pool, 4 Houses to Beach

9.6 out of 10, Exceptional, (19)
"We enjoyed staying here very much. The location was perfect. The hosts were great. It was very nice."
Heated Pool, 4 Houses to Beach
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
Marina

Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

9.4 out of 10, Exceptional, (28)
"Beautifully located and walking distance to all the hot spots. Would 100% rent again!"
The price is AU$1,114
includes taxes & fees
8 Oct - 9 Oct
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
Exterior

NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

9.4 out of 10, Exceptional, (43)
"Just steps to the beach restaurants and shopping"
The price is AU$286
includes taxes & fees
8 Oct - 9 Oct
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
Gulf Villa in Siesta Key | Beachfront Vibes & Dock
TV, fireplace

Gulf Villa in Siesta Key | Beachfront Vibes & Dock

8.6 out of 10, Excellent, (10)
"My absolute favorite place to stay! Clean, friendly and perfect location to the beach and village."
The price is AU$708
includes taxes & fees
8 Oct - 9 Oct
Gulf Villa in Siesta Key | Beachfront Vibes & Dock
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
A heated pool

"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -

9.6 out of 10, Exceptional, (41)
"The location of this property was great, the property was very clean, and Virginia was quickly available for all of our needs."
The price is AU$695
includes taxes & fees
8 Oct - 9 Oct
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
[Tropical] guesthouse retreat on Siesta Key
Iron/ironing board, WiFi, bed sheets

[Tropical] guesthouse retreat on Siesta Key

The price is AU$468
includes taxes & fees
12 Oct - 13 Oct
[Tropical] guesthouse retreat on Siesta Key
[Relax by the Pool]Siesta Key
Pool

[Relax by the Pool]Siesta Key

9.6 out of 10, Exceptional, (10)
"Awesome little hidden spot close to the beach (literally like 5 min drive).Very clean, private, and great communication with host!! Short family staycation and would definitely do again."
The price is AU$796
includes taxes & fees
10 Oct - 11 Oct
[Relax by the Pool]Siesta Key
Close to Sarasota Beach/Pet Friendly
Beach

Close to Sarasota Beach/Pet Friendly

9.2 out of 10, Wonderful, (5)
"Great house great location will definitely come back to this property "
The price is AU$562
includes taxes & fees
8 Oct - 9 Oct
Close to Sarasota Beach/Pet Friendly
Sea Turtle- Full Sized living at Tiny House Siesta
Fridge, microwave, oven, stovetop

Sea Turtle- Full Sized living at Tiny House Siesta

9.4 out of 10, Exceptional, (15)
"The tiny house was one of my favorite places I’ve had the pleasure of staying in! The house and property gave off a very “beachy” vibe. The communication with property manager was amazing!! If you have the chance to stay here…You won’t be disappointed!!! "
The price is AU$289
includes taxes & fees
14 Oct - 15 Oct
Sea Turtle- Full Sized living at Tiny House Siesta
3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.
Fridge, microwave, oven, stovetop

3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.

The price is AU$308
includes taxes & fees
7 Nov - 8 Nov
3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.
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.
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Top Siesta Key Hotel Reviews

The Inn On Siesta Key

The Inn On Siesta Key

10/10 Excellent
"clean and close proximity to beach and restaurants"
Craig 6-night trip
Posted 3 days ago
The Inn On Siesta Key

Find out more about Siesta Key

Find out more about Siesta Key

Siesta Key Holiday Homes information

Number of reviews
357
Accommodation
891 Holiday Homes
Lowest Price
AU$286
Highest Price
AU$1,114

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