Home Vacation Rentals By Owner In Sarasota, FL

Showing 6040 Of 6153 Vacation Rentals
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Exceptional(11)

$771.35

/ Nightly
Private Vacation Home

La Contento Casa | Private Heated Pool, Pet Friendly, Walk to Siesta Key Village and Beach

Siesta Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(6)

$778.43

/ Nightly
Condo

Beautifully Updated Gulf View, 2 Bed, 2 Bath with Loft, Sleeping 6

Siesta Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(42)

$794.24

/ Nightly
Private Vacation Home

Private Heated Pool & Hot Tub Near the Golf Course and the Popular UTC Mall

Sarasota, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(6)

$797.57

/ Nightly
Private Vacation Home

Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!

Siesta Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(43)

$837.12

/ Nightly
Private Vacation Home

Spacious Siesta Key Paradise-Canal front, private pool, walk to SK Beach/Village

Siesta Key, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(39)

$846.36

/ Nightly
Private Vacation Home

Sea La Vie- Steps to the beach and Siesta Key Village w/pool and putting green

Siesta Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(99)

$860.11

/ Nightly
Private Vacation Home

Lido Breeze Tropical Private Pool Home Near Beach & St. Armands

Sarasota, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(8)

$875.57

/ Nightly
Private Vacation Home

100 Steps to beach access & 5 minute walk to the Village - Private Porch

Siesta Key, Florida, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(53)

$892.95

/ Nightly
Private Vacation Home

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

Siesta Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 13

Sleeps
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Exceptional(53)

$904.23

/ Nightly
Private Vacation Home

400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.

Siesta Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(45)

$905.35

/ Nightly
Private Vacation Home

Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop Panoramic Views!

Siesta Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(10)

$929

/ Nightly
Condo

Beachfront 3BR condo, direct beach access in Siesta Key

Siesta Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(14)

$936.23

/ Nightly
Private Vacation Home

Fiesta Playa | Semi-Private Pool and Steps to Crescent Beach

Sarasota, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

$937.23

/ Nightly
Private Vacation Home

Reel Paradise 1 block from beach heated pool townhouse on canal

Sarasota, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(18)

$975.54

/ Nightly
Private Vacation Home

Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience

Sarasota, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(141)

$981.86

/ Nightly
Private Vacation Home

Spacious 4-Bedroom House with Private Heated Pool

Sarasota County, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 20

Sleeps
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Exceptional(16)

$989.12

/ Nightly
Private Vacation Home

Lantana | Heated Pool + 0.2 Miles to Siesta Key Beach

Siesta Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(17)

$990.83

/ Nightly
Private Vacation Home

Siesta Sunrise 3 bedroom 3 bath centrally located

Sarasota, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(13)

$999.27

/ Nightly
Private Vacation Home

Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.

Siesta Key, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(10)

$1004.42

/ Nightly
Condo

No stairs! Directly on Siesta Beach, private access and walk to town.

Siesta Key, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Sarasota

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Exceptional(10)

$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(10)

$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(10)

$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(10)

$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(10)

$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(10)

$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(10)

$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(10)

$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(10)

$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(10)

$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