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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 950 Vacation Homes in Casey Key with updated reviews, rates, and availability.

Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (227)
"Tropical Villas is like your own little oasis! Everything is landscaped and manicured beautifully! Our location was ideal because we were within walking distance to the beach and downtown Venice. We will definitely be coming back."
Tropical Villas of Venice Beach
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Lobby

New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette

9.8 out of 10, Exceptional, (7)
"This unit was immaculate down to details with a comfortable bed and crystal clear large smart tv. Also, steps from the marina, pool, and dining. "
The price is AED 364
AED 692 total
includes taxes & fees
7 May - 8 May
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
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
Terrace/patio

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

9.6 out of 10, Exceptional, (43)
"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 AED 2,564
AED 4,724 total
includes taxes & fees
27 Apr - 28 Apr
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Close to Beach Access #7, Short Walk to the Village
Fridge, microwave, oven, stovetop

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 AED 731
AED 1,999 total
includes taxes & fees
2 May - 3 May
Close to Beach Access #7, Short Walk to the Village
Private Oasis in Sarasota Florida
Indoor pool

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (31)
"Check in was easy and the back yard was perfect."
Private Oasis in Sarasota Florida
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Fridge, microwave, stovetop, coffee/tea maker

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

9.2 out of 10, Wonderful, (13)
"Calm neighborhood super quiet enjoyed my stay"
The price is AED 290
AED 808 total
includes taxes & fees
4 May - 5 May
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Private pool House with Fountains & Beach Walkable
A heated pool

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (172)
"My mom and I stayed at the Villa for a week and it was amazing!!! Perfect for our needs. Plenty of space, very clean and cozy! Updated throughout and the pool/outdoor space was fantastic. The Villa is located in a great neighborhood-safe, fun and quiet BUT close to awesome hotspot restaurants, the beach and great shopping/ nightlife on Venice avenue. 12/10 recommend will definitely stay again!!"
Private pool House with Fountains & Beach Walkable
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Terrace/patio

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

6.8 out of 10, (6)
"The property was fun but what set this property apart from other stays was the property manager. Excellent communication and was very accomodating to my requests. I even had left something behind at the property and was assisted fully in recovering those items after leaving the property. Exceptional and above expectations!"
The price is AED 643
AED 1,802 total
includes taxes & fees
12 May - 13 May
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
3 bedrooms, iron/ironing board, travel crib, free WiFi

Siesta Beach Getaway - Minutes to Beach, Shops, Dining

9.6 out of 10, Exceptional, (12)
"Nice decor. Comfortable bedding. Perfect accommodations for our family of three adult couples. Owner’s suite had a spacious shower. Laundry room was equipped with nice washer/dryer. Spacious ranch home in quiet neighborhood. Convenient location. "
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Outdoor pool, a heated pool

Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!

9.0 out of 10, Wonderful, (57)
"Great location. Loved being able to bring our doggies! Had everything we needed! Would definitely recommend."
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Pineapples House- POOL private SOUTH facing - HOT TUB -close to BEACHES-walkable
Fridge, microwave, oven, stovetop

Pineapples House- POOL private SOUTH facing - HOT TUB -close to BEACHES-walkable

10.0 out of 10, Exceptional, (71)
"Family of 4 with two teens. Enjoyed the home as a home base visiting parents and family in the area. "
Pineapples House- POOL private SOUTH facing - HOT TUB -close to BEACHES-walkable
FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.
Property grounds

FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.

10.0 out of 10, Exceptional, (101)
"We love staying here and keep coming back year after year! Best rental on the key!"
FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.
2-bedroom Spacious townhome in Osprey
Fridge, microwave, oven, stovetop

2-bedroom Spacious townhome in Osprey

10.0 out of 10, Exceptional, (6)
2-bedroom Spacious townhome in Osprey
Family Fun House near Siesta Key
Terrace/patio

Family Fun House near Siesta Key

10.0 out of 10, Exceptional, (8)
"Mike was the most thoughtful host and the property and location couldn't have been better. We loved our stay and will certainly be returning next time we’re in Sarasota!"
Family Fun House near Siesta Key
Breezy coastal duplex with private beach access & deck- dog-friendly
Fridge, microwave, oven, stovetop

Breezy coastal duplex with private beach access & deck- dog-friendly

9.0 out of 10, Wonderful, (8)
"Friendly guest services!!🤗"
Breezy coastal duplex with private beach access & deck- dog-friendly
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
Pool

4 Bed pool House by Bay! Lido & Siesta Key Beaches very close

9.8 out of 10, Exceptional, (104)
"This home is in a great location close to the Tamiami Trail. We were able to ride our bikes around the neighborhood and into downtown Sarasota. Our hosts were very responsive and helpful. "
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
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 AED 1,294
AED 3,352 total
includes taxes & fees
22 May - 23 May
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
Outdoor pool

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

9.6 out of 10, Exceptional, (29)
"We had a great time, great location. I would definitely stay again! "
The price is AED 1,095
AED 2,343 total
includes taxes & fees
28 Apr - 29 Apr
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Fridge, microwave, oven, stovetop

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.)
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
Family Suite, 2 Bedrooms (Preferred Suite) | Premium bedding, pillowtop beds, in-room safe, iron/ironing board

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4641)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is AED 538
AED 691 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2117)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is AED 553
AED 625 total
includes taxes & fees
7 May - 8 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.