Home Vacation Home Rentals By Owner In Sarasota, FL

Showing 100 Of 2375 Vacation Rentals
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Exceptional(4)

$2999.8

/ Nightly
Private Vacation Home

Beach Dream | Home w/ Ocean Views, 2 Private Pools, Rooftop Lookout and Steps to Siesta Key Beach!

Siesta Key, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 22

Sleeps
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Exceptional(11)

$3017.47

/ Nightly
Private Vacation Home

Private Heated Pool, 100 Steps to Beach Access, 5-min walk to Siesta Key Village

Siesta Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$2484.31

/ Nightly
Private Vacation Home

NEW! Village Vibe | 2 Private Heated Pools, Walk to Beach, In the Heart of Siesta Key Village

Siesta Key, Florida, United States

Bed 6

Bed

Bath 7

Bath

Sleep 28

Sleeps
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Exceptional(21)

$1840.39

/ Nightly
Private Vacation Home

Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook

Siesta Key, Florida, United States

Bed 8

Bed

Bath 9

Bath

Sleep 18

Sleeps
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Exceptional(21)

$1948.82

/ Nightly
Private Vacation Home

#1 Rooftop Deck w/ Gulf Views - Steps to Beach

Siesta Key, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(2)

$2336.7

/ Nightly
Private Vacation Home

Sea Spray – Ultimate Beach & Boater’s Paradise

Siesta Key, Florida, United States

Bed 8

Bed

Bath 6

Bath

Sleep 22

Sleeps
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Exceptional(8)

$2304.63

/ Nightly
Private Vacation Home

Seashell Esta – Luxe Siesta Key Escape

Siesta Key, Florida, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(53)

$1819.44

/ Nightly
Private Vacation Home

Siesta Soul | Multilevel Home Located in Siesta Key Village w/ Private Pool, Fire Pit, Walk to Beach

Siesta Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$1963.78

/ Nightly
Private Vacation Home

Entire Complex, Private Heated Pool - 100 Steps to Beach - Village 5 minute walk

Siesta Key, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(2)

$1980.53

/ Nightly
Private Vacation Home

On The Rocks – Walk to Beach & Siesta Key Village!

Siesta Key, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 15

Sleeps
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Exceptional(21)

$2151.96

/ Nightly
Private Vacation Home

The Palace on Clematis – Vacation Home with Large Pool, Fire Pit & Great Location

Sarasota, Florida, United States

Bed 6

Bed

Bath 7

Bath

Sleep 10

Sleeps
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Exceptional(7)

$2019.32

/ Nightly
Private Vacation Home

Between the Waves - Siesta Key Luxury Home

Siesta Key, Florida, United States

Bed 8

Bed

Bath 8

Bath

Sleep 17

Sleeps
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$2068.98

/ Nightly
Private Vacation Home

Aloft on Canal – Luxury Beachside Retreat

Sarasota, Florida, United States

Bed 8

Bed

Bath 6

Bath

Sleep 22

Sleeps
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Exceptional(1)

$2185.62

/ Nightly
Private Vacation Home

Siesta Key Village, Heated Pool, Beach Access 4 min Walk, 8bdr

Siesta Key, Florida, United States

Bed 8

Bed

Bath 7

Bath

Sleep 28

Sleeps
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Exceptional(6)

$1814.94

/ Nightly
Private Vacation Home

The Pool House~Steps to Beach & Siesta Key Village

Siesta Key, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(15)

$1765.67

/ Nightly
Private Vacation Home

New - Private Beach Access - Pool Bar/Volleyball

Sarasota, Florida, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(15)

$2155.51

/ Nightly
Private Vacation Home

Sport Court Feat. Pickleball - Theatre Room - Pool

Sarasota, Florida, United States

Bed 7

Bed

Bath 8

Bath

Sleep 19

Sleeps
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Exceptional(18)

$3860.42

/ Nightly
Private Vacation Home

Luxe Lagoon | Located in SK Village! Private Pool & Spa, Rooftop, Pet Friendly ️☀️

Siesta Key, Florida, United States

Bed 7

Bed

Bath 8

Bath

Sleep 22

Sleeps
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Exceptional(12)

$2125.88

/ Nightly
Private Vacation Home

60ft. Water Slide - Golf Simulator - Mini Golf

Sarasota, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(17)

$1788.7

/ Nightly
Private Vacation Home

Private Beach. ROCK WALL. POOL W/ Zip Line & Slide

Sarasota, Florida, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Home Most popular vacation rentals in Sarasota

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Exceptional(17)

$1361.25

/ Nightly
Private vacation home

Home with Waterslide, Heated Pool, Spa, Rooftop, Steps to Beach! - Sea The Light

Lido Key, Florida, United States

Bed 7

Bed

Bath 7

Bath

Sleep 12

Sleeps
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Exceptional(17)

$1464.20

/ Nightly
Chalet

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio

Siesta Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(17)

$1421.12

/ Nightly
Private vacation home

Siesta Key Beach 3 Condos in One Building, short walk to Point of Rocks

Siesta Key, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(17)

$1414.36

/ Nightly
Private vacation home

5 Star LUXURY RETREAT on BEACH ROAD, SIESTA KEY BEACH, New POOL

Siesta Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(17)

$1374.25

/ Nightly
Condo

Siesta Key beachfront.Pool,hot tub,private balcony.Hyatt 3BR luxury ON the beach

Sarasota, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(17)

$1374.14

/ Nightly
Private vacation home

Garage Parking, King beds-NO Bunks, Pool & Private Beach Access-No Crowds

Siesta Key, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(17)

$1372.14

/ Nightly
Private vacation home

NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded

Siesta Key, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(17)

$1371.25

/ Nightly
Private vacation home

Florida Beach House - One Minute to Beach

Sarasota, Florida, United States

Bed 3

Bed

Bath 4

Bath

Sleep 15

Sleeps
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Exceptional(17)

$1369.24

/ Nightly
Private vacation home

Lido Luxe Estate: Large Rental Steps to the Beach with Pool, Spa, Outdoor Games

Lido Key, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(17)

$1307.40

/ Nightly
Private vacation home

Gulf Views. Walk to St Armands+Beach. Pool+Slide

Sarasota, Florida, United States

Bed 5

Bed

Bath 6

Bath

Sleep 16

Sleeps

Most Popular Cities in Florida