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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

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, (224)
"Perfect location to walk to beach and town. The Villas and grounds were well maintained. I wouldnt hesitate staying hefe again."
Tropical Villas of Venice Beach
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Marina

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

10.0 out of 10, Exceptional, (4)
"The room which is privately owned is beautiful, exactly like the photos, very well appointed. The location is an older property and who ever redid this room did a great job. The check in and out process was seamless, onsight parking and restaurant/bar/pool/ work out room /boat rental was very convenient. That said, things out of this owner's control but worth noting is you are directly in a flight landing /take off pattern and the planes low and loud. Also the ice machine is right across from...
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)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
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

9.8 out of 10, Exceptional, (37)
"Superb location with views off back balconies of the ocean, the beach and the SUNSETS!! Well appointed kitchen with minor issues with coffee maker , garbage disposal."
The price is SAR 2,243
SAR 4,355 total
includes taxes & fees
3 Apr - 4 Apr
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, (43)
"The property was very clean and the check in process was incredibly easy. Just a couple minor issues like some wall outlets not working and the shower/bathtub not draining very well. They provided us with beach towels, beach chairs and umbrellas. Close to the beach, shops and dining. Would recommend for couples and families. "
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, (26)
"My family and I came down for a weekend stay and the place was perfect for us (2 adults, 3 children ages 3, 9, 13.) We made great use of the backyard pool and lounge area. The location was great for our needs - allowed us to easily get to Siesta Key and up to Ed Smith Stadium for some O's spring training games. The house was exactly as pictured. Check in and out were very easy. "
Private Oasis in Sarasota Florida
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Smart TV, Netflix, streaming services

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

9.2 out of 10, Wonderful, (13)
"Great location! Clean, easy to find and perfect amount of room. "
The price is SAR 334
SAR 868 total
includes taxes & fees
2 May - 3 May
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Private pool House with Fountains & Beach Walkable
Beach nearby

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (170)
"Great place for our short visit for my dad’s 80th birthday! Everyone enjoyed the accommodations and the kids loved the pool. We would have loved to stay longer."
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

7.0 out of 10, Good, (4)
"The home was great, it had everything we needed for our stay. "
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Interior

Siesta Beach Getaway - Minutes to Beach, Shops, Dining

9.6 out of 10, Exceptional, (10)
"The house was very clean and a perfect location to everything we wanted to do in Sarasota. Lots of shopping, restaurants and beaches nearby. "
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)
"The pool was not very clean. No lights in the BBQ area and pool area. No gas for BBQ , we have to buy it. "
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Pineapples House- POOL private SOUTH facing-HOT TUB-close BEACHES- open Mar 6-13
Fridge, microwave, oven, stovetop

Pineapples House- POOL private SOUTH facing-HOT TUB-close BEACHES- open Mar 6-13

10.0 out of 10, Exceptional, (68)
"My wife, teenage daughter, and myself enjoyed our stay in March 2025 (4 days). The backyard was private and the pool was wonderful. We spent more time enjoying the pool than traveling to the beach--Siesta Key Beach is approximately 20 minutes away by car depending on the time of day. There are plenty of pool toys, bikes, and a well-stocked kitchen. "
Pineapples House- POOL private SOUTH facing-HOT TUB-close BEACHES- open Mar 6-13
FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (99)
"This house was perfect!! Beautiful inside and out with a short walk to the beach. We enjoyed fishing from the beach, the Sand Bar for lunch and local fish from the market. House was well stocked with supplies for the beach and host was terrific with excellent communication. We have been to the area several times and this was by far and away our best trip. Just an amazing house and we cannot recommend it enough!!!!"
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, (3)
"The hosts were incredibly kind and helpful. The home is brand new. The beds and furniture were very comfortable. The home is beautifully decorated and nicely stocked. It is close to area beaches, but in a private, peaceful location. It was a perfect place for our family to relax and enjoy the warmth and sunshine. Highly recommend!"
2-bedroom Spacious townhome in Osprey
Family Fun House near Siesta Key
Game room

Family Fun House near Siesta Key

10.0 out of 10, Exceptional, (7)
"We stayed here over a soccer tournament weekend with three other families and had the most wonderful, memorable weekend together. Mike, our host, was amazing to work with - very communicative, easy to reach, checked in to make sure we had everything we need. The house was clean, updated, and perfect for us - plenty of space in the main house to enjoy time together and meals, but then also the use of a guest house and mother in law suite so we could spread out. Mike heated the pool for us which...
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)
"We had a lovely time.. needs to be updated. Area rug was very dirty.. could use some small upgrades. Kitchen well equipped."
Breezy coastal duplex with private beach access & deck- dog-friendly
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
Exterior

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

9.8 out of 10, Exceptional, (101)
"We really enjoyed the property location, which allowed for nightly walks through a charming neighborhood to see the sunset over the beach. It is also convenient to the main thoroughfare and key attractions. Large backyard, plus room to spread out inside the house. Wonderful stay! "
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, (8)
"Unit was a bit dated, but you couldn't beat the location. Seconds from the beach and minutes from the village via walk. "
The price is SAR 1,652
SAR 3,845 total
includes taxes & fees
15 Apr - 16 Apr
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!!

9.8 out of 10, Exceptional, (27)
"Clean and very close to village."
The price is SAR 1,118
SAR 2,393 total
includes taxes & fees
7 Apr - 8 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.)
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)
"We were very happy with this place. "
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

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (82)
"Beautiful sunsets and loved walking out to the back patio and onto the beach. Great place for 2 people. "
The price is SAR 1,493
SAR 2,632 total
includes taxes & fees
3 Apr - 4 Apr
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4603)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is SAR 698
SAR 874 total
includes taxes & fees
21 Apr - 22 Apr
Tropical Beach Resorts
Tiny House Siesta
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

2.0 star property
8.2 out of 10, Very Good, (242)
"The tiny house was just what we needed. Only complaint was that the air conditioner spit water when turned down. Great location super cute. Quiet at night! "
The price is SAR 345
SAR 602 total
includes taxes & fees
7 Apr - 8 Apr
Tiny House Siesta
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.