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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Featured Condo Rentals in Siesta Key and around

Captiva Beach Resort
Florida Family Single | Private kitchen

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1072)
"Great service, nice room, still a little beat up from hurricane. Otherwise would have been all 5s"
The price is €375
includes taxes & fees
5 Mar - 6 Mar
Captiva Beach Resort
CRESCENT ROYALE, SIESTA KEY BEACH, BEST BEACH LOCATION, GREAT POOL, GROUND FLOOR
On the beach, sun-loungers

CRESCENT ROYALE, SIESTA KEY BEACH, BEST BEACH LOCATION, GREAT POOL, GROUND FLOOR

9.6 out of 10, Exceptional, (133)
"Everything we needed was provided. Nice kitchen, close to pool and beach"
CRESCENT ROYALE, SIESTA KEY BEACH, BEST BEACH LOCATION, GREAT POOL, GROUND FLOOR
Direct Siesta Key Beachfront condo!
On the beach

Direct Siesta Key Beachfront condo!

10.0 out of 10, Exceptional, (88)
"Condo is in a great location across the street from the beach. Watched the sun go down every night. Very clean with everything you need. The property manager was very easy to work with. "
Direct Siesta Key Beachfront condo!
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Beach nearby, sun-loungers, beach towels

Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun

10.0 out of 10, Exceptional, (221)
"Beautiful renovation after the hurricane. Nestled between the Gulf and SK Village is ideal. Thanks Sharon and Charlie for being terrific hosts!!"
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
BEAUTY ON THE BEACH! FULL GULF VIEW!!!
Property grounds

BEAUTY ON THE BEACH! FULL GULF VIEW!!!

10.0 out of 10, Exceptional, (104)
"Enjoyed our stay in this unit with prime beach/ocean view! Watching sunsets from the lanai was fantastic!"
BEAUTY ON THE BEACH! FULL GULF VIEW!!!
PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds
On the beach, sun-loungers, beach towels

PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds

9.8 out of 10, Exceptional, (69)
"The condo is wonderful - clean, well furnished great view of beach. - worth the price and more Hope we can come again soon."
PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Exterior

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

10.0 out of 10, Exceptional, (26)
"Wonderful place and great location for a beach trip."
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Spectacular Beach View! Right on Beach! Amazing views!!
On the beach, sun-loungers

Spectacular Beach View! Right on Beach! Amazing views!!

9.8 out of 10, Exceptional, (136)
"Great location, view of Gulf.Ruth was very friendly and helpfull ,great vacation!Ruth was very immediately "
Spectacular Beach View! Right on Beach! Amazing views!!
Across the Street to Siesta Key Beach, Tennis, Heated Pool | Waterfront Balcony | Ready to Book!
Beach nearby

Across the Street to Siesta Key Beach, Tennis, Heated Pool | Waterfront Balcony | Ready to Book!

9.8 out of 10, Exceptional, (27)
"Really enjoyed the stay and location. "
Across the Street to Siesta Key Beach, Tennis, Heated Pool | Waterfront Balcony | Ready to Book!
5 Minutes from Siesta Key!
Beach nearby, sun-loungers, beach towels

5 Minutes from Siesta Key!

9.6 out of 10, Exceptional, (20)
"My sister and I were in Sarasota area to see the Orioles play for Spring Training! This was a great place to stay. Had a wonderful time!"
5 Minutes from Siesta Key!
New Listing! Bayside Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!
Beach nearby

New Listing! Bayside Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!

10.0 out of 10, Exceptional, (10)
"Very nice condo. We were close to the intercoastal end of the property, where a pool and hot tub overlook the water. An easy walk over to the beach, with private access. Such a nice property!"
New Listing! Bayside Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!
2 to 3 minute walk to private Access beach and pool, food and lots more
Beach nearby, sun-loungers, beach towels

2 to 3 minute walk to private Access beach and pool, food and lots more

9.8 out of 10, Exceptional, (34)
"Clean, incredible Host, Sue. Will be back!! Only if Sue is there. :) Great location "
The price is €380
includes taxes & fees
21 Mar - 22 Mar
2 to 3 minute walk to private Access beach and pool, food and lots more
Stylish Retreat on Private Crescent Beach
Point of interest

Stylish Retreat on Private Crescent Beach

10.0 out of 10, Exceptional, (82)
"This was a girlfriend get-a-way. We were looking for the perfect place to escape the cold and snow. The condo was clean and provided everything we needed. The location provided easy access to the beach. It’s also a quick walk to catch a shuttle to the Village. The pool was clean and the temperature was comfortable. Kim was extremely responsive and pleasant from initial contact and throughout our stay. I wouldn’t hesitate to recommend the condo to friends or family. "
The price is €771
includes taxes & fees
21 Mar - 22 Mar
Stylish Retreat on Private Crescent Beach
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Pool

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

9.8 out of 10, Exceptional, (67)
"Great location. Easy beach access and close to restaurants and bars. "
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Siesta Key Condo Siesta Breakers
On the beach, sun-loungers, beach towels

Siesta Key Condo Siesta Breakers

10.0 out of 10, Exceptional, (12)
"Love the location of this property. The unit was great!! Will definitely rent this unit again!! "
Siesta Key Condo Siesta Breakers
Beachfront Luxury Renovated Condo Directly On the Gulf
Sun-loungers, beach towels

Beachfront Luxury Renovated Condo Directly On the Gulf

9.8 out of 10, Exceptional, (177)
"This property was amazing!! It was very clean, well put together, everything we needed was available! Gary was very responsive and pays attention to detail. The beds were very comfortable and the carpet was amazing!! The instructions were the best I’ve ever seen. We didn’t have any issues with getting beach chairs but it was off season. Loved the short walk to stores, restaurants and bars. We will rent from Gary again!!"
Beachfront Luxury Renovated Condo Directly On the Gulf
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
On the beach

Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout

10.0 out of 10, Exceptional, (62)
"We loved the beautiful condo and the view of the beach. It’s in a great location and felt very private. There’s everything you need inside and we loved how homey and easy the atmosphere was. Would definitely recommend!"
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View
Outdoor pool, a heated pool

Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

10.0 out of 10, Exceptional, (31)
"I can’t say enough. This is the first time I’ve ever left a review. Billy has such a beautiful property. He worked so hard rebuilding his rental’s after the hurricane just to make sure we could have the vacation we so desperately hoped for. He goes above and beyond to make sure that we had everything we needed and more. We will be back and extend our stay……thank you Billy. "
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View
Unit 27 - 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views
Beach

Unit 27 - 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views

9.4 out of 10, Exceptional, (37)
"As advertised. Clean and comfortable. Wonderfully close to beach. Would return. "
Unit 27 - 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views
New Listing! Bayside Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!
Beach nearby

New Listing! Bayside Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!

10.0 out of 10, Exceptional, (7)
"This was a great stay for our family. The condo was clean and was decorated nicely. It had everything that we needed for our stay. The amenities were nice - two good pools, a hot tub and tennis courts. It was also nice to walk to the beach and have chairs set up for you. The complex had lots of people staying there, but it was quiet and didn’t have any problems with noise. You could walk to some restaurants, but it was about a 20 minute walk. We’ve been to the area before, but I appreciated the...
New Listing! Bayside Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!
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, (4570)
"It was a beautiful and relaxing visit the room was beautiful and very clean. We will be back. "
The price is €279
includes taxes & fees
5 Mar - 6 Mar
Tropical Beach Resorts
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (293)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is €564
includes taxes & fees
6 Mar - 7 Mar
The Ringling Beach House
Captiva Beach Resort
Florida Family Single | Private kitchen

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1072)
"Great service, nice room, still a little beat up from hurricane. Otherwise would have been all 5s"
The price is €375
includes taxes & fees
5 Mar - 6 Mar
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.

Frequently asked questions

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