Siesta Key Vacation Rentals

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Siesta Key Vacation Homes

Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"Great vacation stay "
Siesta Key Island Rentals
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
On the beach, sun loungers, beach towels

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9.6 out of 10, Exceptional, (44)
"My family and I had such a great stay! The house was the perfect amount of space and had its own beach access. Great place for a family beach getaway"
The price is CA $1,100
CA $1,966 total
includes taxes & fees
May 4 - May 5
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Close to Beach Access #7, Short Walk to the Village
Beach nearby, sun loungers, beach towels

Close to Beach Access #7, Short Walk to the Village

9.8 out of 10, Exceptional, (45)
"Love that it’s a close walk to the beach and Main Street. Will definitely stay here again. "
The price is CA $274
CA $749 total
includes taxes & fees
May 2 - May 3
Close to Beach Access #7, Short Walk to the Village
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
Fridge, microwave, oven, stovetop

Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village

9.6 out of 10, Exceptional, (10)
"Great Location, convenient to beach and restaurants & shopping.. never drove anywhere in our time at Siesta Key!!"
The price is CA $486
CA $1,258 total
includes taxes & fees
May 22 - May 23
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
Beach nearby

SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!

9.6 out of 10, Exceptional, (30)
"We had a great time, great location. I would definitely stay again! "
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Beach nearby, sun loungers

Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

10.0 out of 10, Exceptional, (31)
"Great rental, clean & cozy. Any questions were promptly answered & very helpful. This property has a quiet back patio and secluded with just a few minutes from Siesta Key Beach and all the fun! "
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Outdoor pool, a heated pool

Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts

9.8 out of 10, Exceptional, (113)
"This is a nice vacation home close to Siesta Key beach."
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
On the beach

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.4 out of 10, Exceptional, (6)
"Just steps from the beach! Alex was very responsive and available to answer questions and was available to help with anything needed. Great condo with very nice touches on anything you might need including beach accessories. "
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!
Beach nearby

SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!

9.4 out of 10, Exceptional, (30)
"Perfect location to the center of Siesta and the beach! "
SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Beach nearby, sun loungers, beach towels

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

9.6 out of 10, Exceptional, (98)
"Beautiful property! Host was exceptional. Loved our time here! "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Siesta beach....one and only
Interior

Siesta beach....one and only

9.4 out of 10, Exceptional, (178)
"My family and I had a great stay during our time at the home. "
The price is CA $247
CA $725 total
includes taxes & fees
May 2 - May 3
Siesta beach....one and only
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach
Outdoor pool, a heated pool

Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach

10.0 out of 10, Exceptional, (11)
"We enjoyed our time here, the management team was very friendly and responded quick to messages sent. The house is beautiful and so is the area. The house had plenty of space for our group of 12. Would stay here again in the future. Thank you! "
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach
Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!
Beach nearby

Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!

10.0 out of 10, Exceptional, (45)
"Very nice place, localization, property, amenities, everything to a walking distance…. Great vacations"
Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!
Charming 4-bedroom house - Short Walk to Beach, Restaurants, Bars, Fun & More
Private kitchen

Charming 4-bedroom house - Short Walk to Beach, Restaurants, Bars, Fun & More

8.8 out of 10, Excellent, (3)
"The property is located in a great area. Lots to do and close to the beach. Very nice place!!! Lots of room and very clean. "
Charming 4-bedroom house - Short Walk to Beach, Restaurants, Bars, Fun & More
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (30)
"The condo was clean and renovated. It is pretty basic. It would have been nice to have a screen on the front window to enjoy the nice weather or a screen door. There was construction on two of the condos (near the pool) which wasn't disclosed. Not close to any beaches or restaurants. "
The price is CA $229
CA $537 total
includes taxes & fees
May 6 - May 7
Siesta Heron Suites & Villas
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!

8.6 out of 10, Excellent, (8)
"The location was good, walkable to down town and beach.Parking was a bit challlenging but would stay there again."
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
Perfect for Families, Steps to Siesta Key Beach and Village!
Interior

Perfect for Families, Steps to Siesta Key Beach and Village!

9.8 out of 10, Exceptional, (59)
"It was great!"
Perfect for Families, Steps to Siesta Key Beach and Village!
[escape to paradise] siesta key beach getaway
Fridge, microwave, oven, stovetop

[escape to paradise] siesta key beach getaway

9.8 out of 10, Exceptional, (19)
"Clean and great location! Would stay again! "
The price is CA $128
CA $361 total
includes taxes & fees
May 8 - May 9
[escape to paradise] siesta key beach getaway
Stunning 3 Bedroom Home with Roof-Top Pool on Siesta Key!
Fridge, microwave, oven, stovetop

Stunning 3 Bedroom Home with Roof-Top Pool on Siesta Key!

9.2 out of 10, Wonderful, (5)
"We had an amazing time in siesta key. The property fit all of our needs and then some. Just a short walk to the beach and the rooftop pool was such a cool feature. Kitchen was a great size. We enjoyed family dinners every night. Great place. "
Stunning 3 Bedroom Home with Roof-Top Pool on Siesta Key!
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach
Beach nearby

Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

9.2 out of 10, Wonderful, (49)
"So close to the beach!"
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach
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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Other property types in Siesta Key

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4642)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is CA $218
CA $278 total
includes taxes & fees
May 11 - May 12
Tropical Beach Resorts
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Pool

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

10.0 out of 10, Exceptional, (20)
"It was my 50th birthday and the place was amazing! Contacted management for a few questions and they responded immediately. I will definitely rent again and certainlt recommend this property. Thank you for a memorable trip!"
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Captiva Beach Resort
Florida Family Single | Private kitchen

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1087)
"Close to beach and pool ."
The price is CA $263
CA $344 total
includes taxes & fees
May 5 - May 6
Captiva Beach Resort
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.