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Sarasota Rentals

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Sarasota Rentals

311 rentals

Romantic Retreat with your own Private Pool

Sarasota apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Relaxing, comfortable and romantic” My husband and I were in town for a party with his brother and decided we wanted to spend a few days just relaxing at our own pace. Found this while looking through the lists of rentals and we decided it was perfect

$140

1 / 25

Palm Aire Country Club Condos

Sarasota apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$112

1 / 12

New! 4BR Sarasota House w/ Private Pool & Hot Tub!

Sarasota house

4 bedrooms / 3 bathrooms / Sleeps 10

$190

1 / 25

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms / 3 bathrooms / Sleeps 4

$140

1 / 9

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom / 1 bathroom / Sleeps 3

$99

1 / 15

Steps to the beach one bedroom Condo with full kit

Sarasota apartment

1 bedroom / 1 bathroom / Sleeps 4

$140

1 / 4

Beach Bungalow on Lido Key near St. Armands

Sarasota apartment

1 bedroom / 1 bathroom / Sleeps 3

$132

1 / 16

Fabulous pool home at 5 min. to Siesta Key

Sarasota house

3 bedrooms / 2 bathrooms / Sleeps 6

$217

1 / 25

NICE APARTMENT 2Br/1Bath, close Downtown Area, Lido Beach(2m), Siesta Key(10m)

Sarasota apartment

2 bedrooms / 1 bathroom / Sleeps 4

$63

1 / 30

4 Bedroom Cottage Nestled in the Heart of Sarasota

Sarasota house

4 bedrooms / 2 bathrooms / Sleeps 8

“Could not have been better...well, unless it was longer!” Wonderful Week, Wonderful Owners. Kim and Rip are both so wonderful. I have stayed at many, many rental homes over the years and Kim and Rip are by far the best folks to rent from. They give yo

$254

1 / 32

Family friendly house with pool/spa

Lido Key house

3 bedrooms / 2 bathrooms / Sleeps 7

$170

1 / 17

NEW! 3BR Sarasota House Minutes From Siesta Key!

Sarasota house

3 bedrooms / 2 bathrooms / Sleeps 9

$125

1 / 24

Stoneybrook Golf & Country Club, Palmer Ranch

Sarasota house

3 bedrooms / 2 bathrooms / Sleeps 8

$130

1 / 19

Executive 2 Bed 3 Bath Pool Home near Siesta Key

Sarasota house

2 bedrooms / 3 bathrooms / Sleeps 4

“Florida Trip” We rented this lovely home through Flipkey. This was a great rental for two couples and had everything you could possibly want at your fingertips. Just like home. Location was great and is located in a nice quiet neighborhood. Monica, th

$185

1 / 46

Great Location and Best Price in Sarasota

Sarasota apartment

1 bedroom / 1 bathroom / Sleeps 3

$65

1 / 34

Lovely Lido Key Villa - away from it all but close to the BEACH -

Lido Key villa

2 bedrooms / 2 bathrooms / Sleeps 4

$178

1 / 25

2 bedroom condo walk to the beach and St. Armands

Lido Key condo

2 bedrooms / 1 bathroom / Sleeps 6

$186

1 / 14

2BD/2BA Modern Pool House 4 Miles Away

Sarasota house

2 bedrooms / 2 bathrooms / Sleeps 4

“Very Well Maintained” This home is convenient to everything and well cared for. Perfect for a couple or a small family. Close to the Key as promised.

$145

1 / 13

JANUARY SPECIAL! Charming condo steps from Siesta Key Beach

Sarasota condo

1 bedroom / 1 bathroom / Sleeps 2

$66

1 / 21

Tropical Escape Sarasota

Lockwood Ridge house

3 bedrooms / 2 bathrooms / Sleeps 15

$120

1 / 26

bring A Boat, 12 Minutes To Sarasota Bay

Sarasota house

2 bedrooms / 2 bathrooms / Sleeps 4

“Great Spot: Helpful Host, Attractive Accommodations, Relaxing Hot Tub” Nestled within the first golfing/housing development in Florida (c. 1924),Whitfield Estates, Jim's renovated1960s house is an especially easy place to stay. It has a very large liv

$123

1 / 11

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

2 bedrooms / 1 bathroom / Sleeps 3

$130

1 / 30

Guest Cottage, clean, convenient and remodeled.

Sarasota cottage

/ 1 bathroom / Sleeps 4

“Feels Like Home” Wow....all we can say is we were the first visitors and now have become family! The owners are simply the best. We love Sarasota and all it has to offer. The unit has all the amenities you could ask for, close to everything and a very

$125

1 / 10

3 Bedroom House

Sarasota house

3 bedrooms / 2 bathrooms / Sleeps 7

$127

1 / 39

Luxury Condo 2 blocks from Siesta Key Beach

Sarasota apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great condo, great price, perfect for family of 4!” I stayed at this condo with my family during Christmas break 2014 and it was perfect! It was just as advertised - actually even better. It was clean and had all of the essentials of a home away from

$102

1 / 21

Chinaberry 924

Sarasota house

2 bedrooms / 2 bathrooms / Sleeps 6

$147

1 / 33

Newly Updated 3 Bedroom Pool Home - Close to Beach

Sarasota house

3 bedrooms / 2 bathrooms / Sleeps 7

$105

1 / 16

Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!

Sarasota villa

4 bedrooms / 2 bathrooms / Sleeps 8

$230

1 / 21

Canal Pool Home - 15 mins from Siesta Key Beach

Sarasota house

4 bedrooms / 3 bathrooms / Sleeps 8

“Canal pool home” The home was wonderful. Plenty of space for everyone. Kids loved the pool & adults too. Fabulous time on Siesta Key, Longboat Key & Venice beaches.

$186

1 / 44

Gulf Beach, Pool And Walk To Siesta Key Village

Sarasota apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$93

1 / 35

Seasonal Rental! Walk to Siesta Key, No Car Needed, Newly Renovated, Views of

Sarasota apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$61

1 / 28

Walk to Crescent Beach, Wifi, Dog Friendly, Pool, Large Townhouse, Private

Sarasota house

3 bedrooms / 2 bathrooms / Sleeps 6

$106

1 / 30

Beautiful 2 Bedroom/2 bath Condo Vacation Home

Sarasota villa

2 bedrooms / 2 bathrooms / Sleeps 5

$74

1 / 37

Lovely 2 BR Beach Cottage at Lido Key Villas across from Lido Beach

Lido Key house

2 bedrooms / 1 bathroom / Sleeps 6

$90

1 / 21

Comfortable Room Close to Downtown Sarasota

Sarasota room

1 bedroom / 2 bathrooms / Sleeps 2

$45

1 / 16

Siesta Key Unit #4

Sarasota apartment

1 bedroom / 1 bathroom / Sleeps 4

$100

1 / 26

Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!

Sarasota house

4 bedrooms / 3 bathrooms / Sleeps 10

“Wonderful property!” Thoroughly enjoyed our stay in this lovely home. It was clean, spacious, and relaxing. From the heated pool to the gorgeous lanai, it was wonderful. The kitchen was well-equipped and we were able to enjoy Thanksgiving dinner wi

$295

1 / 34

Tranquil Beach House

Sarasota house

2 bedrooms / 2 bathrooms / Sleeps 6

“Great vist, Carrie is great owner” house is in excellently cared for and recently remodeled. Easy access to near by additions and main roads.

$180

1 / 16
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