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Check prices for these dates

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

Featured Condo Rentals in Casey Key

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 AU$389
includes taxes & fees
4 May - 5 May
Captiva Beach Resort
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (406)
"Loved it. The owner is so friendly and he keeps the place clean and respectful. He offers a lot of amenities. "
Venice Beach Villas
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (5)
"This was an excellent property to stay in. I will definitely rebook when I travel to Englewood, Fl. "
The price is AU$917
includes taxes & fees
12 May - 13 May
Chadwick Cove Resort & Marina
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
On the beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

9.0 out of 10, Wonderful, (7)
"Very nice beachfront and pool is nice as well"
The price is AU$715
includes taxes & fees
3 May - 4 May
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
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)
"Excellent location right on the beach! Quiet and relaxing. The property provides beach loungers and you can bring your own umbrella or rent one for the day or your stay. Our unit was on the 2nd floor and liked that there were 2 Queen Beds in the one bedroom. Furnishings were a little worn around the edges, but was comfortable and had all we needed for cooking and even a cooler for the beach, "
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
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
On the beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

9.8 out of 10, Exceptional, (7)
The price is AU$675
includes taxes & fees
4 May - 5 May
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the 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
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Terrace/patio

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

9.8 out of 10, Exceptional, (50)
"We loved the style of this guest home. Beautifully tucked into a luscious leafy neighborhood! Very clean and close to Sarasota sights to see."
The price is AU$239
includes taxes & fees
15 May - 16 May
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Outdoor dining

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

8.6 out of 10, Excellent, (8)
The price is AU$700
includes taxes & fees
7 May - 8 May
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Beach nearby, sun-loungers, beach towels

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (82)
"Love stay at this right on the beach condo"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
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, (120)
"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!
Beach View Condo-Quiet & Secluded Private Beach
Beach nearby

Beach View Condo-Quiet & Secluded Private Beach

10.0 out of 10, Exceptional, (30)
"Great access to a beautiful beach!"
Beach View Condo-Quiet & Secluded Private 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 Casey Key

Rare private beachfront estate on Gulf of Mexico.
Pool

Rare private beachfront estate on Gulf of Mexico.

9.8 out of 10, Exceptional, (20)
"The perfect beach house with a private beach, and pleanty of space for the entire family. Highly recommend!!"
Rare private beachfront estate on Gulf of Mexico.
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 AU$334
includes taxes & fees
19 May - 20 May
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2120)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is AU$265
includes taxes & fees
11 May - 12 May
Hibiscus Suites - Gateway to 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.