Search Siesta Key Condo Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Featured Condo Rentals in Siesta Key and around

Captiva Beach Resort
Front of property – evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1130)
"2nd time and excellent as always..close to the beach and great surroundings "
Captiva Beach Resort
Palm Bay Club Private Balcony Beach Side
Pool

Palm Bay Club Private Balcony Beach Side

2.0 star property
9.0 out of 10, Wonderful, (14)
"This property is in a great location and is a very comfortable space. I would not hesitate to book here again."
Palm Bay Club Private Balcony Beach Side
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, (160)
"Security, beach access, nice unit!"
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
On the beach, sun-loungers, beach towels

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (262)
"The facility was great"
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
On the beach, sun-loungers, beach towels

ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand

10.0 out of 10, Exceptional, (142)
"Lovely, clean condo fantastic for families, steps to the beach!"
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
Siesta Key Beachside Condo-direct beach access
Beach

Siesta Key Beachside Condo-direct beach access

10.0 out of 10, Exceptional, (15)
"Location was perfect, just a few minutes walk to b"
Siesta Key Beachside Condo-direct beach access
Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool
Pool

Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool

9.8 out of 10, Exceptional, (53)
"Our stay was great. Scott was very helpful with anything that we needed. Would stay here again. "
Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool
Siesta Key Condo Siesta Breakers
On the beach, sun-loungers, beach towels

Siesta Key Condo Siesta Breakers

10.0 out of 10, Exceptional, (22)
"Location, location, location! This is the perfect place to be!"
Siesta Key Condo Siesta Breakers
Great location on the Beach! renovated 2bd,2bth, Christmas week available!
On the beach, sun-loungers, beach towels

Great location on the Beach! renovated 2bd,2bth, Christmas week available!

10.0 out of 10, Exceptional, (153)
"Our whole family loved this stay. It was very close to the beach and a nice condo!"
Great location on the Beach! renovated 2bd,2bth, Christmas week available!
Beachfront 3-Bedroom Condo on Siesta Key – Steps to the Sand & Gulf Views
On the beach, sun-loungers

Beachfront 3-Bedroom Condo on Siesta Key – Steps to the Sand & Gulf Views

9.4 out of 10, Exceptional, (65)
"This is our second time staying here. Absolutely love this rental. Very clean and walking distance to the village "
Beachfront 3-Bedroom Condo on Siesta Key – Steps to the Sand & Gulf Views
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf
Beach nearby

#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

9.6 out of 10, Exceptional, (64)
"Perfect for what we wanted. Spent most of our time at the beach. They haveva dock in the back. Great for your coffee in the mornings, or kids to fish. Walkable to shops dunner,dinnet"
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf
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

9.8 out of 10, Exceptional, (30)
"We stayed here to celebrate our anniversary and it was great. Highly recommended. "
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
LJ's Cottages 3 - BALCONY VIEWS BEACH POOL SAND SUNSETS
Beach

LJ's Cottages 3 - BALCONY VIEWS BEACH POOL SAND SUNSETS

10.0 out of 10, Exceptional, (11)
"Great spot for a small group, steps away from crescent beach and local restaurants & night life. "
LJ's Cottages 3 - BALCONY VIEWS BEACH POOL SAND SUNSETS
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, (143)
"Very comfortable cottage. Clean, great location."
1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!
Luxury condo located directly on Siesta Key Beach
On the beach

Luxury condo located directly on Siesta Key Beach

9.4 out of 10, Exceptional, (20)
"It was just what we needed.. a nice place to stay"
Luxury condo located directly on Siesta Key Beach
On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
Fridge, microwave, oven, stovetop

On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,

10.0 out of 10, Exceptional, (178)
"Beautiful condo, ocean view, nicely decorated with a beachy theme. Full of supplies, even shampo, we'll be back. "
On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
Beach & Pool Open! Beachfront View Every Room
On the beach

Beach & Pool Open! Beachfront View Every Room

9.8 out of 10, Exceptional, (76)
"The location and proximity to the beach are great! Property was very cl an and very well stocked with dishes, cook"
Beach & Pool Open! Beachfront View Every Room
15 SS Cottage - Close to Beach and Village
Outdoor dining

15 SS Cottage - Close to Beach and Village

10.0 out of 10, Exceptional, (21)
"We have been coming to Siesta Key for years and this a was a wonderful location, great hospitality and recently upgraded..........it was wonderful and we will be back twice a year.............if they will have us :)"
15 SS Cottage - Close to Beach and Village
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
On the beach

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

9.2 out of 10, Wonderful, (41)
"Enjoyable stay"
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
Breathtaking Beach Views - 3bed on Siesta!
TV

Breathtaking Beach Views - 3bed on Siesta!

Breathtaking Beach Views - 3bed on 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Loved the beach"
Charlene 6-night trip
Posted 4 days ago
Tropical Beach Resorts

Find out more about Siesta Key

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
1,374
Accommodation
2301 Condo Rentals
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Why book your condo in Siesta Key with Expedia?
Reserving a condo in Siesta Key is as simple as clicking on your travel dates and choosing an option that has what you need. On the search for something inexpensive or upscale, or a stay that also offers a laundry and kitchen? Use Expedia's search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Siesta Key?
With Expedia's handy filter tool, comparing cheap condos in Siesta Key couldn't be easier. To discover stays that'll make your wallet smile, narrow your search by budget, amenities and star rating.