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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

Compare 2222 Condo Rentals in Siesta Key with updated reviews, rates, and availability.

Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1087)
"The staff was friendly! Atmosphere was wonderful!"
The price is $249
includes taxes & fees
$224 per night
May 1 - May 2
Captiva Beach Resort
Bay View Condo, Walking Distance to Beach
Beach nearby

Bay View Condo, Walking Distance to Beach

9.4 out of 10, Exceptional, (36)
"We enjoy the main level condo with a nice view of the water. The dock is great for fishing. "
Bay View Condo, Walking Distance to Beach
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
A heated pool

Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!

9.4 out of 10, Exceptional, (94)
"Excellent space"
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
On the beach, sun loungers

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (149)
"We could not have been happier with this location and its proximity to the beach and the pools. It was also close to great restaurants by locals who proudly serve great food!! "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
Beach nearby, sun loungers, beach towels

Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (80)
"Had a great trip! Clean, quiet & great location!"
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway
On the beach

Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway

9.6 out of 10, Exceptional, (55)
"Great!"
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway
Welcome to Siesta Dreams at Casa Mar!!
On the beach

Welcome to Siesta Dreams at Casa Mar!!

9.8 out of 10, Exceptional, (48)
"A good stay overall."
Welcome to Siesta Dreams at Casa Mar!!
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Beach nearby, sun loungers, beach towels

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.2 out of 10, Wonderful, (61)
"This was a good condo style property on the key. Good location. Great owner with great communication. I did not have the opportunity to ask about the water heater regarding showers. The shower would get luke warm, but we did get ready at the same time. I would definitely rent this property again. "
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
See July 4 Fireworks across the street on #1 Siesta Beach Spacious 2+2Condo,pool
Beach nearby, sun loungers, beach umbrellas, beach towels

See July 4 Fireworks across the street on #1 Siesta Beach Spacious 2+2Condo,pool

9.8 out of 10, Exceptional, (144)
"2nd year in a row coming down to Siesta Key for Christmas and 2nd time staying at a property managed by Gail and H. They are attentive and thoughtful hosts and their properties are immaculate and exactly as advertised. We’re already booked to return in November!!"
See July 4 Fireworks across the street on #1 Siesta Beach Spacious 2+2Condo,pool
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
Outdoor pool, a heated pool

Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

9.4 out of 10, Exceptional, (16)
"The condo was beautiful, clean and well stocked. We had everything we needed for a Christmas beach vacation. "
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
On the beach, sun loungers, beach towels

Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now

9.8 out of 10, Exceptional, (119)
"We had a wonderful stay in Siesta Key and the condo was just perfect in every way!"
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!
On the beach

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

9.6 out of 10, Exceptional, (91)
"Although the weather wasn't as warm as we hoped, the beach and the unit were still spectacular. Our group had an amazing time in Siesta Keys and would love to have stayed longer and will definitely plan a return trip."
7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!
Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach
Sun loungers, beach towels

Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach

9.4 out of 10, Exceptional, (129)
"We were totally happy with the location, setup, cleanliness, etc. Having two bedrooms was great for our family. Everything was communicated clearly and helpfully. "
Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach
Beachfront 2-bedroom condo steps to Siesta Key Beach. Beautiful beach decor.
On the beach, sun loungers, beach towels

Beachfront 2-bedroom condo steps to Siesta Key Beach. Beautiful beach decor.

9.8 out of 10, Exceptional, (95)
"Unit was smartly decorated, very clean and everything needed to begin our stay. Ron was just a call away for any questions that needed to be answered. Very close to beach and directly across from Captain Curts and the Crescent lounge. Would highly recommend!"
Beachfront 2-bedroom condo steps to Siesta Key Beach. Beautiful beach decor.
🦩Now Booking Summer! Siesta Shores #9🦩
Beach nearby

🦩Now Booking Summer! Siesta Shores #9🦩

9.2 out of 10, Wonderful, (9)
"Great place to stay, really enjoyed our time there "
🦩Now Booking Summer! Siesta Shores #9🦩
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Dining

Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6

10.0 out of 10, Exceptional, (122)
"Already looking forward to staying here again. Property was great, location and view terrific and Deb could not have been more helpful/gracious. "
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Bayside Paradise on SIesta Key awaits you! Ready to relax?
Beach nearby, sun loungers, beach towels

Bayside Paradise on SIesta Key awaits you! Ready to relax?

9.2 out of 10, Wonderful, (59)
"Beautiful unit. Weather was good. Property was outstanding. And the rental unit was better than expected. Looking forward to next year."
Bayside Paradise on SIesta Key awaits you! Ready to relax?
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Steps away from the #1 beach! Spectacular views on the GIANT balcony!

10.0 out of 10, Exceptional, (115)
"I would highly recommend this unit, the location is great and everything you need is provided in the unit. "
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
PARADISE ! 2 bedroom 2 bathroom with incredible views
A heated pool

PARADISE ! 2 bedroom 2 bathroom with incredible views

9.8 out of 10, Exceptional, (148)
"Property was exactly what we expected and needed. "
PARADISE ! 2 bedroom 2 bathroom with incredible views
1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!
Beach nearby

1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!

10.0 out of 10, Exceptional, (136)
"Fantastic stay! The location couldn't be better—close to everything yet still quiet and relaxing. The place was spotless, well-equipped with every amenity you could need, and incredibly convenient for our trip. Jeff was an outstanding host, always responsive and attentive, making us feel right at home."
1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!
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 $214
includes taxes & fees
$189 per night
May 19 - May 20
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 | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1087)
"The staff was friendly! Atmosphere was wonderful!"
The price is $249
includes taxes & fees
$224 per night
May 1 - May 2
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.

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