Vacation Rentals in Siesta Key, Florida
Nightly rates from: $57* – Average nightly rate per bedroom: $73* – Deals available: 73
- bedrooms 2
- baths 2
- ($75)
- 10% off = $1,305 per week
Siesta Key, Florida Vacation Rentals and Tourism
Tropical bliss awaits you in beach rentals on Siesta Key, an island situated just off Florida’s central gulf coast. You can't help but relax when you dip your toes in the soft white sand and warm water near Siesta Key vacation rentals. The best starting place for your Siesta Key vacation is to choose from our selection of Siesta Key beach condos, Siesta Key vacation rental homes and oceanfront Siesta Key vacation rentals for a vacation with all the comforts of home; comfort Siesta Key hotels just can’t offer.
- What more help planning your vacation? Read our full Siesta Key Travel Guide!
Siesta Key vacation rental homes are near three beaches where you can find shells, swim, play beach volleyball, and soak in the sunshine. Siesta Key weather is inviting year round, perfect for your next golf vacation destination. Siesta Key rentals are near many golf courses, plus Siesta Key condo rentals are near restaurants and boat rentals, bicycle rentals, fishing outfitters and boat charters. You won't run out of vacation fun or helpful services since Siesta Key is a vibrant beach town. Be sure to check out the events calendar for beach concerts, volleyball tournaments and October's annual art festival.
Siesta Key vacation rentals are about eight miles from Sarasota, FL, and about 53 miles from St. Petersburg, FL. You'll be at your Siesta Key vacation condo in no time by flying into Sarasota Bradenton International Airport, about 15 minutes from the Siesta Key rentals. Book your Siesta Key vacation rental home soon for winter and spring beach vacations and find some great values in the fall. Most Siesta Key apartments, homes, and ocndos are available year round for your next beach vacation.
Find the right Siesta Key accommodation for your Siesta Key vacation right here! With all the Siesta Key beach rentals on display here, there's no reason you shouldn't find your dream vacation home with speed and ease. We even have a guide to Siesta Key resorts for you to use!
With our Siesta Key Travel Guide, you can learn all about this lovely beach town. Find out about Siesta Key Village, beach activities, top restaurants, and more.
Deals on Siesta Key, Florida Rentals
If you want to spend some time in Siesta Key, don't let your budget get in the way of staying in a nice, roomy place—find a great deal on cheap Siesta Key lodging. Choose from a wide variety of money-saving Siesta Key beach houses, spacious and luxurious villas, and sizable – but reasonably priced – town homes. Because we accommodate the size of any budget as well as the size of any group, we're positive that you'll find a low-cost Siesta Key vacation rental perfect for your next vacation. Among all of the snorkeling, bird watching, surfing, boating, and sun bathing, don't forget to take a siesta of your own in the comfort of a cheap but luxurious Siesta Key rental home.
Remember, if you're looking for great deals on vacation rentals, Siesta Key and Vacation Rentals.com has them in spades!
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20% off = $500 per week
-
Free WIFI, Beach Wagons/Chairs
($99)
- bedrooms 3
- community
- rental type Villa
owner badge
- sleeps 8
- baths 3
- rates (USD)
$600
- $2,050
/wk
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Free week
($895)
- bedrooms 2
- community Siesta Key
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$895
- $1,595
/wk
$3,222 - $5,605 /mth
-
Free Boat Docking
($75)
- bedrooms 2
- community Midnight Cove 2
- rental type Condo
- sleeps 6
- baths 1½
- rates (USD)
$101
- $152
/nt
$710 - $1,070 /wk
$2,840 - $4,280 /mth
-
35% off = $438 per week
- bedrooms 2
- community Midnight Cove
- rental type Apartment
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- sleeps 5
- baths 1½
- rates (USD)
$84
- $158
/nt
$675 - $1,125 /wk
$2,140 - $4,150 /mth
-
$325 off = $825 per week
- bedrooms 2
- community
- rental type Condo
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- sleeps 4
- baths 2
- rates (USD)
$850
- $1,200
/wk
$3,300 - $4,600 /mth
-
20% off = $980 per week
-
Free WIFI
($99)
- bedrooms 2
- community Sea Shell Condos
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,225
- $1,625
/wk
-
20% off = $708 per week
-
Free WIFI, Beach Wagons/Chairs
($99)
- bedrooms 2
- community Siesta Village
- rental type Apartment
owner badge
- sleeps 6
- baths 2
- rates (USD)
$885
- $1,210
/wk
-
20% off = $500 per week
-
Free; WIFI, beach chairs/wagons
($99)
- bedrooms 1
- community Siesta Key Village
- rental type Villa
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- sleeps 4
- baths 1
- rates (USD)
$625
- $900
/wk
-
20% off = $1,196 per week
-
Free beach chairs/wagons
($199)
- bedrooms 3
- community Siesa Key Beach
- rental type Townhome
- sleeps 8
- baths 2½
- rates (USD)
$1,495
- $2,045
/wk
-
20% off = $1,196 per week
-
Free WIFI, Beach Wagons/Chairs
($99)
- bedrooms 3
- community
- rental type Townhome
owner badge
- sleeps 8
- baths 2½
- rates (USD)
$1,495
- $2,045
/wk
-
FREE WiFi, Cable, Beach Chairs, Bikes,...
($199)
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 8
- baths 2
- rates (USD)
$1,150
- $1,700
/wk
$4,200 - $6,500 /mth
-
Free WiFi, Cable, Beach chairs
($99)
- bedrooms 2
- community Harbor Towers
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$606
- $922
/wk
$2,424 - $3,688 /mth
-
Free WiFi, Cable, Beach Chairs
($99)
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$134
- $186
/nt
$938 - $1,302 /wk
$3,752 - $5,208 /mth
-
Free WiFi, Free Cable
($99)
- bedrooms 2
- community Sea Shell Condos
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$171
- $271
/nt
$1,195 - $1,895 /wk
-
Free WiFi - Free Cable w/HBO
($99)
- bedrooms 2
- community Palm Bay Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$145
- $225
/nt
$1,015 - $1,575 /wk
$3,900 - $5,800 /mth
-
$64 off = $750 per week
-
Free WiFi and long distance
($75)
- bedrooms 2
- community Anchorage
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$814
- $1,187
/wk
-
20% off = $916 per week
-
Free Wifi, Kayak, Beach chairs
($199)
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,145
- $1,645
/wk
-
20% off = $480 per week
-
FREE: WIFI, beach chairs/wagons
($199)
- bedrooms 1
- community Siesta Key Village
- rental type Apartment
owner badge
- sleeps 4
- baths 1
- rates (USD)
$600
- $825
/wk
-
20% off = $1,236 per week
-
Free WIFI
($99)
- bedrooms 3
- community Fisherman's Cove
- rental type Condo
owner badge
- sleeps 8
- baths 2
- rates (USD)
$1,545
- $2,095
/wk
-
20% off = $1,080 per week
-
Free WIFI, Beach wagon/chairs
($199)
- bedrooms 3
- community Siesta Key Village
- rental type Apartment
- sleeps 10
- baths 3
- rates (USD)
$1,350
- $1,845
/wk
-
20% off = $1,236 per week
-
Free WIFI, beach chairs
($99)
- bedrooms 3
- community Fisherman's Cove
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$1,545
- $2,095
/wk
-
20% off = $916 per week
-
Free WIFI, beach chairs
($99)
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,145
- $1,645
/wk
-
20% off = $916 per week
-
Free WIFI
($99)
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,145
- $1,645
/wk
-
60% off = $800 per week
-
HBO & WI-FI
($150)
- bedrooms 3
- community Siesta Key Beach
- rental type Condo
owner badge
- sleeps 8
- baths 2
- rates (USD)
$99
- $199
/nt
$499 - $2,500 /wk
$1,500 - $4,800 /mth
-
$300 off = $845 per week
-
FREE WI-FI, Beach Chairs, Linens &...
($125)
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,020
- $1,745
/wk
-
20% off = $1,696 per week
-
Free: WIFI, beach chairs/wagons
($199)
- bedrooms 4
- community Seista Key Village
- rental type Townhome
owner badge
- sleeps 12
- baths 3½
- rates (USD)
$2,120
- $2,945
/wk
-
$150 off = $835 per week
-
FREE Beach Gear with Cart & FREE Wi-Fi
($50)
- bedrooms 2
- community Gulf and Bay Bayside
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD)
$985
- $1,355
/wk
-
10% off = $580 per week
-
WiFi, DVR, Bikes, umbrella and chairs
($300)
- bedrooms 2
- community Mariner's Inlet
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$92
- $200
/nt
$645 - $1,195 /wk
$1,700 - $3,500 /mth
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free night valued at USD $99
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WiFi,HBO/SHOWTIME,BCH CHAIRS+UMBRELLA
($109)
- bedrooms 0
- community Twin Palms
- rental type Studio
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- sleeps 2
- baths 1
- rates (USD)
$99
- $139
/nt
$594 - $834 /wk
$1,960 - $2,752 /mth
-
$200 off = $1,600 per month
- bedrooms 1
- community White Sands Village
- rental type Condo
- sleeps 2
- baths 1
- rates (USD)
$499
- $899
/wk
$1,500 - $3,400 /mth
-
$100 off = $600 per week
- bedrooms 1
- community Siesta Key Beach
- rental type Cottage
- sleeps 6
- baths 1
- rates (USD)
$600
- $1,800
/wk
-
40% off = $605 per week
- bedrooms 2
- community Midnight Cove
- rental type Condo
owner badge
- sleeps 4
- baths 1½
- rates (USD)
$587
- $1,579
/wk
$1,988 - $4,174 /mth
-
35% off = $655 per week
- bedrooms 2
- community Midnight Cove
- rental type Condo
owner badge
- sleeps 4
- baths 1½
- rates (USD)
$587
- $1,579
/wk
$1,988 - $4,174 /mth
-
$100 off = $550 per week
- bedrooms 2
- community Bay Oaks
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$600
- $1,000
/wk
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Restaurant gift card
($50)
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$750
- $990
/wk
-
40% off = $880 per week
- bedrooms 2
- community Siesta Breakers
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$853
- $2,180
/wk
$2,986 - $5,885 /mth
-
$100 off = $790 per week
- bedrooms 2
- community S K North Village
- rental type Townhome
- sleeps 4
- baths 2
- rates (USD)
$890
- $1,300
/wk
-
10% off = $1,057 per week
- bedrooms 2
- community Siesta Dunes
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,175
- $1,625
/wk
-
10% off = $1,305 per week
-
Bottle of wine & Free WiFi & HDTV
($75)
- bedrooms 2
- community Siesta Dunes
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,450
- $1,890
/wk
-
10% off = $1,215 per week
-
free cleaning
($100)
- bedrooms 2
- community El Presidente
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,250
- $1,943
/wk
-
$51 off = $500 per week
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$500
- $870
/wk
-
Free Wifi
($40)
- bedrooms 1
- community Harbor Towers
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$535
- $835
/wk
$2,140 - $3,340 /mth
-
$200 off = $930 per week
-
Free secured WiFi and Free beach chairs...
($199)
- bedrooms 2
- community Sea Shell
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$930
- $1,696
/wk
-
10% off = $495 per week
-
Free Wi-Fi
($15)
- bedrooms 2
- community White Sands Village
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$550
- $1,025
/wk
$1,800 - $3,800 /mth
-
Exit cleaning charge
($125)
- bedrooms 2
- community Bay Tree Club
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$850
- $850
/wk
$3,400 - $3,900 /mth
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Beach Chairs, Beach Umbrella, Beach...
($99)
- bedrooms 2
- community White Sands Village
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$78
- $146
/nt
$550 - $1,025 /wk
$1,800 - $3,800 /mth
-
35% off = $156 per night
- bedrooms 3
- community Siesta Key Village
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$240
- $540
/nt
$1,300 - $3,600 /wk
$3,700 - $8,200 /mth
-
35% off = $156 per night
- bedrooms 3
- community
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$240
- $540
/nt
$1,300 - $3,300 /wk
$3,700 - $9,000 /mth
-
10% off = $315 per night
- bedrooms 6
- community
- rental type House
- sleeps 16
- baths 4
- rates (USD)
$350
- $750
/nt
$1,395 - $2,995 /wk
$6,036 - $10,809 /mth
-
$60 off = $730 per week
- bedrooms 2
- community La Siesta Condos
- rental type Condo
- sleeps 5
- baths 1
- rates (USD)
$740
- $1,310
/wk
-
10% off = $112 per night
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$125
- $350
/nt
$575 - $1,595 /wk
$2,417 - $5,251 /mth
-
10% off = $112 per night
- bedrooms 1
- community
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$125
- $400
/nt
$695 - $1,995 /wk
$2,902 - $6,308 /mth
-
10% off = $102 per night
- bedrooms 2
- community Siesta Dunes
- rental type Townhome
owner badge
- sleeps 4
- baths 2
- rates (USD)
$114
- $166
/nt
$556 - $1,249 /wk
$2,495 - $5,185 /mth
-
10% off = $112 per night
- bedrooms 1
- community Palm Bay Club
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$125
- $400
/nt
$636 - $1,795 /wk
$2,000 - $6,361 /mth
-
10% off = $134 per night
- bedrooms 2
- community House of sun
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$149
- $350
/nt
$600 - $1,595 /wk
$2,417 - $5,495 /mth
-
10% off = $134 per night
- bedrooms 2
- community Jamaica Royale
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$149
- $350
/nt
$575 - $1,595 /wk
$2,417 - $5,495 /mth
-
10% off = $135 per night
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$150
- $450
/nt
$750 - $2,095 /wk
$2,902 - $6,308 /mth
-
10% off = $107 per night
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$119
- $350
/nt
$575 - $1,595 /wk
$2,417 - $5,251 /mth
-
10% off = $85 per night
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 5
- baths 2
- rates (USD)
$95
- $250
/nt
$454 - $1,395 /wk
$1,933 - $4,621 /mth
-
10% off = $102 per night
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$114
- $166
/nt
$529 - $1,249 /wk
$1,930 - $5,185 /mth
-
10% off = $202 per night
- bedrooms 6
- community
- rental type House
- sleeps 16
- baths 3
- rates (USD)
$225
- $600
/nt
$1,295 - $2,999 /wk
$4,839 - $11,995 /mth
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,120
- $1,745
/wk
- bedrooms 2
- community Casa Blanca
- rental type Villa
owner badge
- sleeps 4
- baths 2
- rates (USD)
$125
- $204
/nt
$880 - $1,394 /wk
$2,640 - $4,200 /mth
- bedrooms 2
- community Palm Bay Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,075
- $1,950
/wk
- bedrooms 2
- community Our House @the Beach
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,025
- $1,435
/wk
- bedrooms 2
- community Midnight Cove II
- rental type Condo
- sleeps 6
- baths 1½
- rates (USD)
$568
- $1,070
/wk
- bedrooms 2
- community Crescent Arms
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,425
- $1,825
/wk
- bedrooms 4
- community
- rental type Hotel
- sleeps 14
- baths 4
- rates (USD)
$105
- $150
/nt
$544 - $1,118 /wk
$2,067 - $4,248 /mth
- bedrooms 20
- community
- rental type Hotel
- sleeps 35
- baths 20
- rates (USD)
$95
- $210
/nt
$404 - $1,521 /wk
$1,596 - $6,086 /mth
- bedrooms 1
- community Jamaica Royale
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$110
- $135
/nt
$713 - $972 /wk
$2,790 - $3,693 /mth
- bedrooms 6
- community
- rental type Condo
- sleeps 20
- baths 6
- rates (USD)
$110
- $180
/nt
$544 - $1,118 /wk
$2,067 - $4,248 /mth
- bedrooms 2
- community Siesta Key Beach
- rental type Condo
owner badge
- sleeps 5
- baths 1½
- rates (USD) $4,995 - $6,995 /mth
- bedrooms 1
- community
- rental type Condo
- sleeps 6
- baths 1
- rates (USD)
$1,075
- $1,075
/wk
- bedrooms 1
- community Sunset Royale
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$90
- $147
/nt
$629 - $1,029 /wk
- bedrooms 1
- community Fisherman's Cove
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$890
- $1,390
/wk
- bedrooms 0
- community
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$80
- $135
/nt
$620 - $1,000 /wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$250
- $420
/nt
$1,600 - $2,900 /wk
$4,500 - $7,500 /mth
- bedrooms 3
- community Gulf & Bay Bayside
- rental type Townhome
owner badge
- sleeps 6
- baths 2
- rates (USD)
$183
- $238
/nt
$1,275 - $1,660 /wk
- bedrooms 2
- community Polynesian Gardens
- rental type Villa
- sleeps 5
- baths 1½
- rates (USD)
$85
- $150
/nt
$500 - $1,200 /wk
$2,400 - $3,800 /mth
- bedrooms 4
- community Aloha Kai
- rental type Villa
owner badge
- sleeps 8
- baths 2
- rates (USD)
$2,095
- $3,795
/wk
- bedrooms 3
- community
- rental type Villa
- sleeps 8
- baths 2
- rates (USD)
$1,600
- $2,950
/wk
$6,400 - $11,900 /mth
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,120
- $1,745
/wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 1
- rates (USD)
$125
- $160
/nt
$800 - $1,000 /wk
$2,400 - $3,000 /mth
- bedrooms 2
- community
- rental type House
owner badge
- sleeps 4
- baths 2
- rates (USD)
$800
- $1,300
/wk
$3,000 - $4,300 /mth
- bedrooms 4
- community Siesta Key
- rental type House
- sleeps 11
- baths 3
- rates (USD)
$1,800
- $2,200
/wk
$5,700 - $7,000 /mth
- bedrooms 3
- community Gulf & Bay Club Bays
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD)
$1,200
- $1,975
/wk
$3,300 - $5,100 /mth
- bedrooms 2
- community Siesta Sands
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,350
- $2,295
/wk
- bedrooms 2
- community Siesta Sands
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,350
- $2,295
/wk
- bedrooms 2
- community Siesta Sands
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,350
- $2,295
/wk
- bedrooms 2
- community Midnight Cove
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$1,200
- $1,600
/wk
- bedrooms 2
- community Siesta Breakers
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,288
- $1,911
/wk
- bedrooms 2
- community
- rental type Villa
- sleeps 4
- baths 1
- rates (USD)
$103
- $142
/nt
$725 - $995 /wk
$2,600 - $3,200 /mth
- bedrooms 2
- community Vista Hermosa
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$650
- $1,000
/wk
- bedrooms 2
- community Casa Blanca
- rental type Villa
- sleeps 6
- baths 2
- rates (USD)
$880
- $1,250
/wk
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$1,095
- $1,895
/wk
- bedrooms 2
- community Sunset Royale # 314
- rental type Condo
owner badge
- sleeps 5
- baths 2
- rates (USD)
$749
- $1,325
/wk
- bedrooms 2
- community
- rental type House
owner badge
- sleeps 4
- baths 1
- rates (USD)
$185
- $185
/nt
$1,050 - $1,050 /wk
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 8
- baths 2
- rates (USD)
$225
- $225
/nt
$1,250 - $1,600 /wk
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,500
- $2,100
/wk
$4,800 - $6,700 /mth
- bedrooms 2
- community
- rental type Villa
- sleeps 4
- baths 1
- rates (USD)
$103
- $142
/nt
$725 - $995 /wk
$2,600 - $3,200 /mth
- bedrooms 2
- community Gulf Haven
- rental type Villa
owner badge
- sleeps 4
- baths 2
- rates (USD) $3,300 - $4,800 /mth
- bedrooms 1
- community La Siesta
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$675
- $1,040
/wk
$2,700 - $3,975 /mth
- bedrooms 3
- community
- rental type Villa
owner badge
- sleeps 10
- baths 2½
- rates (USD)
$1,275
- $1,985
/wk
$4,000 - $6,850 /mth
- bedrooms 3
- community Sarasota Beach
- rental type House
owner badge
- sleeps 9
- baths 2½
- rates (USD)
$285
- $285
/nt
$2,000 - $2,000 /wk
$6,800 - $6,800 /mth
- bedrooms 2
- community Crescent Arms
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$995
- $1,950
/nt
$995 - $1,950 /wk
- bedrooms 2
- community
- rental type Hotel
- sleeps 6
- baths 1
- rates (USD)
$140
- $220
/nt
$670 - $1,100 /wk
$2,412 - $3,960 /mth
- bedrooms 2
- community Palm Bay Club
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$850
- $1,600
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$850
- $1,250
/wk
$3,100 - $4,200 /mth
- bedrooms 2
- community Siesta Key
- rental type Condo
- sleeps 6
- baths 2
- rates (USD) $2,500 - $4,000 /mth
- bedrooms 2
- community House of Sun Condos
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$150
- $250
/nt
$1,050 - $1,650 /wk
- bedrooms 2
- community Sea Shell Condos
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$142
- $256
/nt
$895 - $1,795 /wk
$3,980 - $6,780 /mth
- bedrooms 3
- community Twin Oak Park
- rental type House
owner badge
- sleeps 6
- baths 3
- rates (USD)
$1,600
- $2,000
/wk
$4,500 - $5,000 /mth
- bedrooms 2
- community Sunset Royale
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$599
- $1,165
/wk
- bedrooms 2
- community 0
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$749
- $1,249
/wk
- bedrooms 2
- community Siesta Key
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$800
- $1,400
/wk
- bedrooms 2
- community Midnight Cove I
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$735
- $1,267
/wk
- bedrooms 2
- community The Casa Blanca
- rental type Villa
- sleeps 6
- baths 1
- rates (USD)
$120
- $172
/nt
$820 - $1,232 /wk
- bedrooms 2
- community Palm Bay Club #310
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$165
- $250
/nt
$850 - $1,600 /wk
$3,400 - $5,200 /mth
- bedrooms 2
- community La Siesta
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$850
- $1,310
/wk
- bedrooms 3
- community
- rental type House
- sleeps 7
- baths 2½
- rates (USD)
$1,000
- $1,450
/wk
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 5
- baths 2
- rates (USD)
$805
- $1,995
/wk
$2,635 - $5,000 /mth
- bedrooms 1
- community Siesta Key
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$629
- $1,029
/wk
- bedrooms 3
- community
- rental type Cottage
owner badge
- sleeps 6
- baths 2
- rates (USD)
$875
- $1,250
/wk
$3,500 - $3,750 /mth
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 6
- baths 2
- rates (USD)
$220
- $300
/nt
$1,450 - $2,200 /wk
$4,800 - $6,750 /mth
- bedrooms 2
- community White Sands Village
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$450
- $1,050
/wk
$1,600 - $3,800 /mth
- bedrooms 1
- community Sea Winds
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$400
- $775
/wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$1,300
- $2,300
/wk
$3,900 - $6,100 /mth
- bedrooms 2
- community Sunset Royale
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$107
- $178
/nt
$749 - $1,249 /wk
- bedrooms 5
- community
- rental type House
- sleeps 11
- baths 4
- rates (USD)
$500
- $600
/nt
$1,000 - $1,200 /wk
$3,500 - $5,000 /mth
- bedrooms 2
- community La Siesta
- rental type Condo
owner badge
- sleeps 6
- baths 1
- rates (USD)
$800
- $1,135
/wk
- bedrooms 1
- community Sunset Royale
- rental type Condo
owner badge
- sleeps 2
- baths 1
- rates (USD)
$499
- $999
/wk
- bedrooms 2
- community Navarra on the Key
- rental type Villa
- sleeps 5
- baths 2
- rates (USD)
$122
- $225
/nt
$850 - $1,150 /wk
$3,300 - $4,000 /mth
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$655
- $959
/wk
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$650
- $1,000
/wk
- bedrooms 1
- community Sea Crest on Siesta
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$125
- $180
/nt
$675 - $990 /wk
- bedrooms 2
- community Midnight Cove II Bay
- rental type Condo
- sleeps 5
- baths 1½
- rates (USD)
$150
- $250
/nt
$750 - $1,550 /wk
- bedrooms 1
- community
- rental type Apartment
- sleeps 2
- baths 1
- rates (USD)
$125
- $200
/nt
$550 - $900 /wk
$1,800 - $3,200 /mth
- bedrooms 2
- community
- rental type Apartment
- sleeps 4
- baths 2
- rates (USD)
$175
- $225
/nt
$750 - $1,400 /wk
- bedrooms 2
- community Bay Oaks Condominium
- rental type Condo
owner badge
- sleeps 6
- baths 2½
- rates (USD)
$750
- $850
/wk
$2,100 - $3,500 /mth
- bedrooms 2
- community Whispering Sands
- rental type Condo
- sleeps 4
- baths 2
- rates (USD) $3,600 - $5,800 /mth
- bedrooms 2
- community Excelsior
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$900
- $1,400
/wk
- bedrooms 3
- community Siesta Gardens
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$240
- $600
/nt
$1,300 - $3,600 /wk
$3,700 - $9,200 /mth
- bedrooms 4
- community
- rental type House
- sleeps 11
- baths 2
- rates (USD)
$395
- $495
/nt
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$395
- $495
/nt
- bedrooms 2
- community Cozy Cove
- rental type Condo
owner badge
- sleeps 4
- baths 2½
- rates (USD)
$96
- $164
/nt
$675 - $1,150 /wk
- bedrooms 2
- community Sarasota- By-The-Sea
- rental type Villa
owner badge
- sleeps 5
- baths 1
- rates (USD)
$650
- $1,100
/wk
$2,300 - $4,400 /mth
- bedrooms 2
- community Gulf Haven
- rental type Villa
- sleeps 5
- baths 2
- rates (USD) $3,000 - $4,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 7
- baths 3½
- rates (USD)
$500
- $650
/nt
$1,500 - $2,000 /wk
$8,000 - $10,000 /mth
- bedrooms 0
- community Siesta Key Village
- rental type Studio
- sleeps 2
- baths 1
- rates (USD)
$90
- $170
/nt
$440 - $650 /wk
$1,200 - $2,200 /mth
- bedrooms 4
- community
- rental type House
- sleeps 14
- baths 4
- rates (USD)
$310
- $490
/nt
$1,350 - $4,000 /wk
$5,400 - $13,000 /mth
- bedrooms 2
- community
- rental type Townhome
- sleeps 4
- baths 2
- rates (USD)
$190
- $250
/nt
$1,095 - $2,100 /wk
$4,400 - $6,900 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$215
- $292
/nt
$1,300 - $1,750 /wk
- bedrooms 2
- community Crescent Arms
- rental type Condo
- sleeps 4
- baths 4
- rates (USD)
$147
- $242
/nt
$882 - $1,450 /wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$192
- $399
/nt
$1,150 - $2,394 /wk
$3,500 - $5,700 /mth
- bedrooms 3
- community
- rental type House
- sleeps 7
- baths 2
- rates (USD)
$135
- $250
/nt
$810 - $1,500 /wk
$2,900 - $4,700 /mth
- bedrooms 2
- community Peppertree Bay
- rental type Condo
- sleeps 6
- baths 2
- rates (USD) $2,800 - $4,600 /mth
- bedrooms 2
- community Midnight Cove II
- rental type Condo
owner badge
- sleeps 4
- baths 1½
- rates (USD)
$750
- $1,050
/wk
- bedrooms 1
- community
- rental type Apartment
- sleeps 4
- baths 1
- rates (USD)
$125
- $225
/nt
- bedrooms 2
- community Peppertree Bay
- rental type Condo
- sleeps 4
- baths 2
- rates (USD) $2,795 - $4,195 /mth
- bedrooms 2
- community Fisherman's Cove
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$175
- $279
/nt
$895 - $1,600 /wk
$3,580 - $6,400 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$125
- $392
/nt
$750 - $2,350 /wk
$1,950 - $4,250 /mth
- bedrooms 2
- community Harbor Towers
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$111
- $198
/nt
$656 - $1,188 /wk
- bedrooms 2
- community Beach Way
- rental type Condo
- sleeps 4
- baths 2
- rates (USD) $5,000 - $5,000 /mth
- bedrooms 2
- community Whispering Sands
- rental type Condo
- sleeps 5
- baths 2
- rates (USD) $2,100 - $5,200 /mth
- bedrooms 0
- community Twin Palms
- rental type Studio
- sleeps 2
- baths 1
- rates (USD)
$595
- $800
/wk
$1,100 - $2,550 /mth
- bedrooms 0
- community Casa Mar
- rental type Studio
- sleeps 5
- baths 1
- rates (USD)
$675
- $800
/wk
$1,200 - $2,800 /mth
- bedrooms 2
- community Midnight Cove 2
- rental type Condo
owner badge
- sleeps 4
- baths 1½
- rates (USD)
$700
- $1,200
/wk
$1,000 - $4,450 /mth
- bedrooms 2
- community Provencial Gardens
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$900
- $1,000
/wk
$3,200 - $3,200 /mth
- bedrooms 2
- community Anchorage
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$975
- $1,395
/wk
- bedrooms 2
- community Casa Mar
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$1,150
- $1,300
/wk
- bedrooms 2
- community sunrise cove yacht
- rental type Condo
- sleeps 4
- baths 2
- rates (USD) $2,240 - $4,200 /mth
- bedrooms 1
- community Horizons West
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$1,430
- $1,430
/wk
- bedrooms 2
- community La Siesta Condos
- rental type House
- sleeps 4
- baths 1
- rates (USD)
$755
- $1,110
/wk
- bedrooms 2
- community Anchorage
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$852
- $1,226
/wk
- bedrooms 2
- community LaSiesta
- rental type Condo
- sleeps 4
- baths 1
- rates (USD) $3,000 - $4,500 /mth
- bedrooms 2
- community Pepper Tree Bay
- rental type Condo
- sleeps 4
- baths 1½
- rates (USD) $2,500 - $4,800 /mth
- bedrooms 2
- community Crescent Royale
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$900
- $1,335
/wk
$2,400 - $3,600 /mth
- bedrooms 2
- community Pepper Tree Bay
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$750
- $1,100
/wk
$3,000 - $4,400 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD) $6,000 - $7,500 /mth
- bedrooms 2
- community PepperTree Bay
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$1,200
- $1,400
/wk
$3,750 - $5,000 /mth
- bedrooms 2
- community Vista Hermosa
- rental type Villa
owner badge
- sleeps 4
- baths 2
- rates (USD)
$575
- $900
/wk
- bedrooms 0
- community
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$70
- $588
/nt
$450 - $3,568 /wk
$1,600 - $14,272 /mth
- bedrooms 0
- community Siesta Key
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$79
- $588
/nt
$499 - $3,568 /wk
$1,799 - $14,272 /mth
- bedrooms 10
- community
- rental type Cottage
- sleeps 35
- baths 9
- rates (USD)
$70
- $329
/nt
$450 - $2,019 /wk
$1,600 - $8,075 /mth
- bedrooms 2
- community
- rental type House
- sleeps 4
- baths 1
- rates (USD)
$130
- $170
/nt
$650 - $900 /wk
$1,900 - $2,300 /mth
- bedrooms 1
- community Jamaica Royale
- rental type House
- sleeps 1
- baths 1
- rates (USD)
$100
- $143
/nt
$700 - $1,000 /wk
$2,800 - $4,000 /mth
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$450
- $1,249
/wk
$1,930 - $5,185 /mth
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$564
- $1,750
/wk
$2,417 - $7,252 /mth
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$563
- $1,499
/wk
$2,414 - $6,252 /mth
- bedrooms 1
- community Crystal Sands
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$450
- $1,249
/wk
$1,930 - $5,078 /mth
- bedrooms 3
- community Siesta Isles
- rental type House
- sleeps 6
- baths 2
- rates (USD) $3,000 - $4,500 /mth
- bedrooms 2
- community FIshermans Cove
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,120
- $1,745
/wk
- bedrooms 2
- community Midnight Cove II
- rental type Condo
- sleeps 4
- baths 1½
- rates (USD)
$700
- $1,100
/wk
- bedrooms 2
- community Vista Hermosa
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$650
- $950
/wk
- bedrooms 1
- community Sunset Royale
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$799
- $1,099
/wk
- bedrooms 1
- community Sunset Royale Assoc.
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$799
- $1,099
/wk
- bedrooms 1
- community Beachaven Assoc.
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$65
- $140
/nt
$455 - $980 /wk
$1,950 - $4,190 /mth
- bedrooms 2
- community Tivoli By The Sea
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$1,225
- $2,150
/wk
- bedrooms 2
- community Gulf Haven
- rental type Villa
- sleeps 6
- baths 2
- rates (USD)
$1,000
- $1,400
/wk
$3,000 - $4,600 /mth
- bedrooms 1
- community Gulf and Bay Bayside
- rental type Condo
- sleeps 4
- baths 1½
- rates (USD)
$749
- $1,059
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD) $3,500 - $6,000 /mth
- bedrooms 2
- community Siesta Key
- rental type Condo
- sleeps 6
- baths 2
- rates (USD) $2,000 - $4,500 /mth
- bedrooms 3
- community Crescent Siesta Key
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,950
- $2,150
/wk
$9,000 - $9,750 /mth
- bedrooms 2
- community Crescent Arms
- rental type Condo
owner badge
- sleeps 5
- baths 2
- rates (USD)
$1,250
- $1,700
/wk
- bedrooms 2
- community Sea Shell Condos
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$995
- $1,695
/wk
- bedrooms 2
- community Sarasota By The Sea
- rental type Villa
- sleeps 4
- baths 1
- rates (USD)
$700
- $1,200
/wk
- bedrooms 2
- community Siesta Sands
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$85
- $400
/nt
$950 - $2,200 /wk
- bedrooms 2
- community Gulf Haven
- rental type Villa
- sleeps 6
- baths 2
- rates (USD) $2,770 - $4,515 /mth
- bedrooms 2
- community Sarasota by the Sea
- rental type Condo
owner badge
- sleeps 5
- baths 1
- rates (USD)
$650
- $1,495
/wk
- bedrooms 1
- community
- rental type House
- sleeps 4
- baths 1
- rates (USD)
$140
- $325
/nt
$900 - $1,700 /wk
$2,900 - $5,100 /mth
- bedrooms 2
- community Siesta Beach House
- rental type Condo
- sleeps 5
- baths 1
- rates (USD)
$250
- $390
/nt
$750 - $1,620 /wk
- bedrooms 2
- community
- rental type House
- sleeps 8
- baths 1
- rates (USD)
$190
- $470
/nt
$1,100 - $2,900 /wk
$3,300 - $6,600 /mth
- bedrooms 2
- community Calini Beach Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$120
- $260
/nt
$800 - $1,700 /wk
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$451
- $1,750
/wk
$1,933 - $7,285 /mth
- bedrooms 2
- community Sunset Royale
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,016
- $1,690
/wk
- bedrooms 3
- community Hyatt Siesta Key
- rental type Condo
- sleeps 6
- baths 3
- rates (USD)
$630
- $770
/nt
$3,225 - $4,130 /wk
- bedrooms 3
- community Crescent
- rental type Condo
- sleeps 6
- baths 3
- rates (USD)
$640
- $800
/nt
$3,200 - $4,000 /wk
$11,000 - $13,000 /mth
- bedrooms 5
- community Island House
- rental type Condo
- sleeps 12
- baths 4
- rates (USD)
$2,600
- $4,000
/wk