Vacation Rentals in Siesta Key, Florida
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.
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!
more destinations
Check out more areas which feature homes, villas, cabins, cottages, or condos.
-
$1,801 off = $699 per week
-
WI-FI
($50)
- bedrooms 3
- sleeps 6
- community Palmer Ranch
- baths 2
- rental type Condo
-
rates (USD)
$49
-
$199
/nt
$595 - $2,500 /wk
$1,500 - $4,200 /mth
-
$547 off = $930 per week
- bedrooms 2
- sleeps 6
- community Sea Shell
- baths 2
- rental type Condo
-
rates (USD)
$845
-
$1,525
/wk
-
30% off = $1,466 per week
- bedrooms 3
- sleeps 8
- community Fisherman's Cove
- baths 2
- rental type Condo
-
rates (USD)
$1,545
-
$2,095
/wk
-
30% off = $1,431 per week
- bedrooms 3
- sleeps 8
- community
- baths 2½
- rental type Townhome
-
rates (USD)
$1,400
-
$2,050
/wk
-
30% off = $1,151 per week
- bedrooms 2
- sleeps 6
- community Fisherman's Cove
- baths 2
- rental type Condo
-
rates (USD)
$1,045
-
$1,645
/wk
-
30% off = $847 per week
- bedrooms 2
- sleeps 6
- community Siesta Village
- baths 2
- rental type Apartment
-
rates (USD)
$885
-
$1,210
/wk
-
30% off = $630 per week
- bedrooms 3
- sleeps 8
- community
- baths 3
- rental type Villa
-
rates (USD)
$600
-
$2,050
/wk
-
$601 off = $5,999 per month
- bedrooms 3
- sleeps 8
- community Sarasota Beach
- baths 2½
- rental type House
-
rates (USD)
$286
-
$300
/nt
$2,000 - $2,500 /wk
$6,000 - $6,600 /mth
-
15% off = $1,525 per week
-
Free WiFi & bottle of wine
($60)
- bedrooms 2
- sleeps 6
- community Siesta Dunes
- baths 2
- rental type Condo
-
rates (USD)
$1,325
-
$1,795
/wk
-
25% off = $969 per week
- bedrooms 2
- sleeps 5
- community El Presidente
- baths 2
- rental type Condo
-
rates (USD)
$1,293
-
$1,731
/wk
-
$44 off = $121 per night
- bedrooms 1
- sleeps 3
- community Gulf and Bay Bayside
- baths 1
- rental type Townhome
-
rates (USD)
$107
-
$166
/nt
$748 - $1,159 /wk
-
free night valued at USD $125
- bedrooms 2
- sleeps 6
- community Casa Blanca
- baths 2
- rental type Villa
-
rates (USD)
$125
-
$175
/nt
$880 - $1,250 /wk
-
20% off = $920 per week
- bedrooms 2
- sleeps 6
- community casa blanca
- baths 2
- rental type Villa
-
rates (USD)
$700
-
$1,230
/wk
-
15% off = $918 per week
-
Free WiFi & bottle of wine
($60)
- bedrooms 2
- sleeps 6
- community Siesta Dunes
- baths 2
- rental type Condo
-
rates (USD)
$1,080
-
$1,494
/wk
-
$200 off = $942 per week
- bedrooms 3
- sleeps 6
- community Gulf & Bay Bayside
- baths 2
- rental type Townhome
-
rates (USD)
$1,142
-
$1,495
/wk
-
20% off = $479 per week
- bedrooms 1
- sleeps 4
- community Mira Mar
- baths 1
- rental type Apartment
-
rates (USD)
$95
-
$125
/nt
$599 - $725 /wk
$2,300 - $2,300 /mth
-
20% off = $716 per week
- bedrooms 1
- sleeps 4
- community Palm Bay Club
- baths 1
- rental type Condo
-
rates (USD)
$175
-
$400
/nt
$895 - $1,795 /wk
$2,995 - $5,995 /mth
-
$175 off = $725 per week
- bedrooms 2
- sleeps 4
- community Peppertree Bay
- baths 2
- rental type Condo
-
rates (USD)
$750
-
$1,150
/wk
$2,800 - $4,600 /mth
-
20% off = $716 per week
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$150
-
$400
/nt
$895 - $1,795 /wk
$2,995 - $5,200 /mth
-
10% off = $517 per week
-
free WI FI, two bicyles, beach chairs and a bottle of wine
($100)
- bedrooms 2
- sleeps 4
- community Harbor Towers
- baths 2
- rental type Condo
-
rates (USD)
$575
-
$875
/wk
$2,100 - $3,500 /mth
-
free night valued at USD $126
-
Dinner For Two
($25)
- bedrooms 1
- sleeps 4
- community Casa Blanca
- baths 1
- rental type Villa
-
rates (USD)
$125
-
$195
/nt
$750 - $1,200 /wk
$2,640 - $4,920 /mth
-
20% off = $600 per week
- bedrooms 2
- sleeps 6
- community Excelsior
- baths 2
- rental type Condo
-
rates (USD)
$125
-
$250
/nt
$750 - $1,250 /wk
$2,495 - $4,995 /mth
-
20% off = $556 per week
- bedrooms 2
- sleeps 6
- community Siesta Dunes
- baths 2
- rental type House
-
rates (USD)
$150
-
$300
/nt
$695 - $1,295 /wk
$2,495 - $4,995 /mth
-
10% off = $175 per night
- bedrooms 3
- sleeps 6
- community
- baths 2
- rental type House
-
rates (USD)
$195
-
$235
/nt
$895 - $995 /wk
$2,995 - $3,695 /mth
-
20% off = $520 per week
- bedrooms 2
- sleeps 6
- community Excelsior
- baths 2
- rental type Condo
-
rates (USD)
$650
-
$1,050
/wk
$1,995 - $3,995 /mth
-
free night valued at USD $100
- bedrooms 1
- sleeps 2
- community White Sands Village
- baths 1
- rental type Condo
-
rates (USD)
$599
-
$1,000
/wk
$1,600 - $3,400 /mth
-
@ Free days at Serendipty Racquet Club and Fitness Center
($100)
- bedrooms 1
- sleeps 4
- community Bay Tree Club A
- baths 1½
- rental type Condo
-
rates (USD)
$899
-
$999
/wk
$2,500 - $4,000 /mth
-
$100 off = $795 per week
- bedrooms 2
- sleeps 6
- community Gulf & Bay Bayside
- baths 2
- rental type Townhome
-
rates (USD)
$895
-
$1,231
/wk
-
10% off = $118 per night
- bedrooms 2
- sleeps 6
- community CrescentRoyale Condo
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,150
/wk
$4,598 - $4,598 /mth
-
$350 off = $3,250 per month
- bedrooms 2
- sleeps 5
- community Navarra on the Key
- baths 1
- rental type Villa
-
rates (USD)
$800
-
$1,200
/wk
$3,000 - $3,600 /mth
-
10% off = $810 per week
- bedrooms 2
- sleeps 4
- community Midnight Cove II
- baths 1½
- rental type Condo
-
rates (USD)
$700
-
$1,100
/wk
-
10% off = $630 per week
- bedrooms 1
- sleeps 6
- community
- baths 1
- rental type Cottage
-
rates (USD)
$500
-
$1,800
/wk
-
$74 off = $825 per week
- bedrooms 2
- sleeps 6
- community 0
- baths 2
- rental type Condo
-
rates (USD)
$899
-
$1,325
/wk
-
10% off = $585 per week
- bedrooms 1
- sleeps 4
- community
- baths 1
- rental type Condo
-
rates (USD)
$650
-
$950
/wk
-
$60 off = $655 per week
- bedrooms 1
- sleeps 1
- community La Siesta Condos
- baths 1
- rental type Condo
-
rates (USD)
$715
-
$1,200
/wk
-
$250 off = $3,450 per month
- bedrooms 2
- sleeps 4
- community Tortuga Club
- baths 2
- rental type Condo
- rates (USD) $1,800 - $3,700 /mth
-
Restaurant gift card
($50)
- bedrooms 2
- sleeps 6
- community
- baths 2
- rental type House
-
rates (USD)
$700
-
$900
/wk
-
$190 off = $4,000 per month
- bedrooms 2
- sleeps 6
- community Beachaven
- baths 2
- rental type Villa
-
rates (USD)
$98
-
$140
/nt
$689 - $978 /wk
$2,950 - $4,190 /mth
- bedrooms 0
- sleeps 2
- community Twin Palms
- baths 1
- rental type Studio
-
rates (USD)
$595
-
$800
/wk
$1,100 - $2,550 /mth
- bedrooms 0
- sleeps 6
- community
- baths 1
- rental type Studio
-
rates (USD)
$99
-
$349
/nt
$529 - $1,999 /wk
$1,999 - $6,999 /mth
- bedrooms 1
- sleeps 4
- community Sea Winds
- baths 1
- rental type Condo
-
rates (USD)
$400
-
$800
/wk
- bedrooms 1
- sleeps 2
- community Sunset Royale
- baths 1
- rental type Condo
-
rates (USD)
$649
-
$1,100
/wk
- bedrooms 1
- sleeps 4
- community
- baths 1
- rental type Condo
-
rates (USD)
$118
-
$172
/nt
$825 - $1,200 /wk
- bedrooms 1
- sleeps 4
- community
- baths 1
- rental type Condo
-
rates (USD)
$500
-
$900
/wk
- bedrooms 1
- sleeps 4
- community White Sands Village
- baths 1
- rental type Condo
- rates (USD) $1,300 - $3,000 /mth
- bedrooms 1
- sleeps 4
- community Siesta Key
- baths 1
- rental type Condo
-
rates (USD)
$700
-
$1,000
/wk
- bedrooms 1
- sleeps 4
- community La Siesta
- baths 1
- rental type Condo
-
rates (USD)
$650
-
$1,000
/wk
$2,700 - $3,975 /mth
- bedrooms 1
- sleeps 3
- community Sunset Royale
- baths 1
- rental type Condo
-
rates (USD)
$107
-
$114
/nt
$749 - $1,099 /wk
- bedrooms 1
- sleeps 4
- community Sunset Royale
- baths 1
- rental type Condo
-
rates (USD)
$800
-
$1,000
/wk
- bedrooms 1
- sleeps 4
- community Sunset Royale
- baths 1
- rental type Condo
-
rates (USD)
$800
-
$1,100
/wk
- bedrooms 1
- sleeps 4
- community Beachaven Assoc.
- baths 1
- rental type Condo
-
rates (USD)
$65
-
$140
/nt
$455 - $980 /wk
$1,950 - $4,190 /mth
- bedrooms 1
- sleeps 4
- community Twin Palms
- baths 1
- rental type Villa
-
rates (USD)
$85
-
$130
/nt
$445 - $695 /wk
$1,275 - $2,150 /mth
- bedrooms 1
- sleeps 4
- community
- baths 1
- rental type House
-
rates (USD)
$90
-
$100
/nt
$450 - $600 /wk
$1,650 - $1,700 /mth
- bedrooms 1
- sleeps 4
- community White Sands Village
- baths 1
- rental type Condo
-
rates (USD)
$363
-
$700
/wk
$1,300 - $2,600 /mth
- bedrooms 1
- sleeps 4
- community Gulf and Bay Bayside
- baths 1½
- rental type Condo
-
rates (USD)
$750
-
$1,050
/wk
- bedrooms 1
- sleeps 5
- community Crescent
- baths 2
- rental type Condo
-
rates (USD)
$180
-
$240
/nt
$1,250 - $1,650 /wk
$5,000 - $6,600 /mth
- bedrooms 2
- sleeps 6
- community Casa Blanca
- baths 1
- rental type Villa
-
rates (USD)
$750
-
$1,080
/wk
- bedrooms 2
- sleeps 4
- community La Siesta
- baths 1
- rental type Condo
-
rates (USD)
$750
-
$1,150
/wk
- bedrooms 2
- sleeps 4
- community La Siesta Condos
- baths 1
- rental type House
-
rates (USD)
$700
-
$1,100
/wk
- bedrooms 2
- sleeps 5
- community Sarasota by the Sea
- baths 1
- rental type Condo
-
rates (USD)
$675
-
$1,350
/wk
- bedrooms 2
- sleeps 4
- community Sarasota By The Sea
- baths 1
- rental type Villa
-
rates (USD)
$700
-
$1,200
/wk
- bedrooms 2
- sleeps 6
- community Sarasota By The Sea
- baths 1
- rental type Duplex
-
rates (USD)
$500
-
$775
/wk
- bedrooms 2
- sleeps 4
- community Casa Mar
- baths 1
- rental type Condo
-
rates (USD)
$1,150
-
$1,300
/wk
- bedrooms 2
- sleeps 4
- community
- baths 1
- rental type House
-
rates (USD)
$160
-
$240
/nt
$950 - $1,250 /wk
- bedrooms 2
- sleeps 4
- community LaSiesta
- baths 1
- rental type Condo
-
rates (USD)
$750
-
$1,110
/wk
- bedrooms 2
- sleeps 6
- community La Siesta
- baths 1
- rental type Condo
-
rates (USD)
$700
-
$1,000
/wk
- bedrooms 2
- sleeps 4
- community Midnight Cove
- baths 1½
- rental type Condo
-
rates (USD)
$1,100
-
$1,500
/wk
- bedrooms 2
- sleeps 6
- community Midnight Cove
- baths 1½
- rental type Condo
-
rates (USD)
$550
-
$1,199
/wk
- bedrooms 2
- sleeps 5
- community Siesta Key Beach
- baths 1½
- rental type Condo
-
rates (USD)
$1,400
-
$2,000
/wk
- bedrooms 2
- sleeps 4
- community Midnight Cove II
- baths 1½
- rental type Condo
-
rates (USD)
$700
-
$1,100
/wk
- bedrooms 2
- sleeps 6
- community Midnight Cove ll
- baths 1½
- rental type Condo
-
rates (USD)
$750
-
$1,100
/wk
- bedrooms 2
- sleeps 4
- community Midnight Cove II
- baths 1½
- rental type Condo
-
rates (USD)
$700
-
$1,050
/wk
- bedrooms 2
- sleeps 4
- community Polynesian Gardens
- baths 1½
- rental type Villa
-
rates (USD)
$85
-
$150
/nt
$595 - $1,200 /wk
$2,400 - $3,800 /mth
- bedrooms 2
- sleeps 6
- community Midnight Cove
- baths 1½
- rental type Condo
-
rates (USD)
$82
-
$158
/nt
$572 - $1,109 /wk
$1,936 - $3,904 /mth
- bedrooms 2
- sleeps 6
- community Midnight Cove II
- baths 1½
- rental type Condo
-
rates (USD)
$650
-
$1,150
/wk
- bedrooms 2
- sleeps 4
- community Midnight Cove II
- baths 1½
- rental type Condo
-
rates (USD)
$600
-
$1,000
/wk
$1,200 - $3,700 /mth
- bedrooms 2
- sleeps 4
- community Harbor Towers
- baths 2
- rental type Condo
-
rates (USD)
$550
-
$850
/wk
- bedrooms 2
- sleeps 5
- community Anchorage
- baths 2
- rental type Condo
-
rates (USD)
$800
-
$1,200
/wk
- bedrooms 2
- sleeps 6
- community
- baths 2
- rental type Condo
- rates (USD) $1,050 - $1,800 /mth
- bedrooms 2
- sleeps 4
- community The Moorings
- baths 2
- rental type Condo
-
rates (USD)
$500
-
$500
/nt
$1,500 - $1,500 /wk
$2,550 - $3,600 /mth
- bedrooms 2
- sleeps 6
- community Casa Blanca
- baths 2
- rental type Condo
-
rates (USD)
$700
-
$1,800
/wk
- bedrooms 2
- sleeps 6
- community Crystal Sands
- baths 2
- rental type Condo
-
rates (USD)
$240
-
$400
/nt
$1,300 - $2,100 /wk
- bedrooms 2
- sleeps 4
- community Midnight Cove
- baths 2
- rental type Condo
-
rates (USD)
$850
-
$1,350
/wk
- bedrooms 2
- sleeps 6
- community Crescent Arms
- baths 2
- rental type Condo
-
rates (USD)
$895
-
$1,875
/nt
$895 - $1,875 /wk
- bedrooms 2
- sleeps 6
- community Midnight Cove I
- baths 2
- rental type Condo
-
rates (USD)
$625
-
$1,200
/wk
- bedrooms 2
- sleeps 6
- community Siesta Sands
- baths 2
- rental type Condo
-
rates (USD)
$1,200
-
$2,175
/wk
- bedrooms 2
- sleeps 6
- community Fisherman's Cove
- baths 2
- rental type Condo
-
rates (USD)
$128
-
$228
/nt
$900 - $1,600 /wk
- bedrooms 2
- sleeps 5
- community Siesta Beach
- baths 2
- rental type Cottage
-
rates (USD)
$900
-
$1,000
/wk
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type House
-
rates (USD)
$200
-
$286
/nt
$1,400 - $2,000 /wk
- bedrooms 2
- sleeps 6
- community Palm Bay Club
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,950
/wk
- bedrooms 2
- sleeps 6
- community Gulf and Bay Bayside
- baths 2
- rental type Townhome
-
rates (USD)
$850
-
$1,250
/wk
- bedrooms 2
- sleeps 6
- community Jamaica Royale
- baths 2
- rental type Condo
-
rates (USD)
$1,505
-
$2,000
/wk
- bedrooms 2
- sleeps 6
- community Bay Oaks
- baths 2
- rental type Condo
-
rates (USD)
$550
-
$950
/wk
- bedrooms 2
- sleeps 6
- community
- baths 2
- rental type Condo
-
rates (USD)
$950
-
$1,450
/wk
- bedrooms 2
- sleeps 6
- community Casa Blanca
- baths 2
- rental type Villa
-
rates (USD)
$900
-
$1,250
/wk
- bedrooms 2
- sleeps 6
- community Midnight Cove
- baths 2
- rental type Condo
-
rates (USD)
$575
-
$4,200
/wk
- bedrooms 2
- sleeps 6
- community Siesta Key
- baths 2
- rental type Condo
-
rates (USD)
$850
-
$1,300
/wk
$2,550 - $5,035 /mth
- bedrooms 2
- sleeps 4
- community Palm Bay Club
- baths 2
- rental type Condo
-
rates (USD)
$850
-
$1,600
/wk
- bedrooms 2
- sleeps 6
- community Seawinds
- baths 2
- rental type Condo
-
rates (USD)
$600
-
$800
/wk
- bedrooms 2
- sleeps 6
- community Our House @the Beach
- baths 2
- rental type Condo
-
rates (USD)
$850
-
$1,250
/wk
- bedrooms 2
- sleeps 6
- community Harbor Towers
- baths 2
- rental type Condo
-
rates (USD)
$750
-
$1,300
/wk
- bedrooms 2
- sleeps 5
- community Siesta Breakers
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,850
/wk
- bedrooms 2
- sleeps 5
- community Siesta Dunes
- baths 2
- rental type Condo
-
rates (USD)
$800
-
$1,450
/wk
- bedrooms 2
- sleeps 6
- community Excelsior
- baths 2
- rental type Condo
-
rates (USD)
$900
-
$1,400
/wk
- bedrooms 2
- sleeps 5
- community
- baths 2
- rental type Condo
-
rates (USD)
$300
-
$500
/nt
$700 - $1,375 /wk
- bedrooms 2
- sleeps 6
- community Bay Oaks
- baths 2
- rental type Condo
-
rates (USD)
$600
-
$1,000
/wk
- bedrooms 2
- sleeps 4
- community Whispering Sands
- baths 2
- rental type Condo
- rates (USD) $3,000 - $5,500 /mth
- bedrooms 2
- sleeps 4
- community 10
- baths 2
- rental type Condo
-
rates (USD)
$1,500
-
$1,700
/wk
- bedrooms 2
- sleeps 6
- community Jamaica Royale
- baths 2
- rental type Condo
-
rates (USD)
$1,300
-
$2,200
/wk
- bedrooms 2
- sleeps 6
- community
- baths 2
- rental type House
-
rates (USD)
$150
-
$250
/nt
$1,100 - $1,750 /wk
- bedrooms 2
- sleeps 6
- community Fisherman's Cove
- baths 2
- rental type Condo
-
rates (USD)
$900
-
$1,600
/wk
- bedrooms 2
- sleeps 6
- community Crystal Sands
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,800
/wk
- bedrooms 2
- sleeps 4
- community Harbor Tower
- baths 2
- rental type Condo
-
rates (USD)
$850
-
$1,100
/wk
- bedrooms 2
- sleeps 4
- community Crescent Arms
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,650
/wk
- bedrooms 2
- sleeps 4
- community Vista Hermosa
- baths 2
- rental type Villa
-
rates (USD)
$575
-
$800
/wk
- bedrooms 2
- sleeps 6
- community Crystal Sands
- baths 2
- rental type Condo
-
rates (USD)
$1,300
-
$2,100
/wk
- bedrooms 2
- sleeps 6
- community Sunset Royale
- baths 2
- rental type Condo
-
rates (USD)
$121
-
$189
/nt
$899 - $1,325 /wk
- bedrooms 2
- sleeps 6
- community Crescent Arms
- baths 2
- rental type Condo
-
rates (USD)
$1,000
-
$1,500
/wk
- bedrooms 2
- sleeps 4
- community Excelsior
- baths 2
- rental type Condo
-
rates (USD)
$840
-
$1,280
/wk
- bedrooms 2
- sleeps 6
- community Siesta Key
- baths 2
- rental type Condo
- rates (USD) $2,500 - $4,000 /mth
- bedrooms 2
- sleeps 4
- community Crescent Royale
- baths 2
- rental type Condo
-
rates (USD)
$800
-
$1,300
/wk
- bedrooms 2
- sleeps 4
- community Beachhaven
- baths 2
- rental type Villa
- rates (USD) $1,500 - $4,000 /mth
- bedrooms 2
- sleeps 8
- community Siesta Sands
- baths 2
- rental type House
-
rates (USD)
$1,200
-
$2,200
/wk
- bedrooms 2
- sleeps 5
- community Crescent Arms
- baths 2
- rental type Condo
-
rates (USD)
$1,250
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community Peppertree Bay
- baths 2
- rental type Condo
- rates (USD) $2,500 - $3,800 /mth
- bedrooms 2
- sleeps 5
- community Sea Winds
- baths 2
- rental type Condo
-
rates (USD)
$600
-
$1,000
/wk
- bedrooms 2
- sleeps 6
- community Crystal Sands
- baths 2
- rental type Condo
-
rates (USD)
$1,295
-
$1,885
/wk
- bedrooms 2
- sleeps 5
- community La Siesta
- baths 2
- rental type Condo
-
rates (USD)
$800
-
$1,200
/wk
- bedrooms 2
- sleeps 6
- community Our House at Beach
- baths 2
- rental type Condo
-
rates (USD)
$900
-
$1,250
/wk
- bedrooms 2
- sleeps 6
- community Peppertree Bay
- baths 2
- rental type Condo
- rates (USD) $2,300 - $3,800 /mth
- bedrooms 2
- sleeps 5
- community Siest Key
- baths 2
- rental type Condo
-
rates (USD)
$700
-
$1,000
/wk
$2,800 - $4,000 /mth
- bedrooms 2
- sleeps 5
- community Vista Hermosa
- baths 2
- rental type Condo
-
rates (USD)
$625
-
$900
/wk
- bedrooms 2
- sleeps 8
- community Siesta Key
- baths 2
- rental type Condo
-
rates (USD)
$700
-
$1,300
/wk
- bedrooms 2
- sleeps 6
- community Siesta Sands
- baths 2
- rental type House
-
rates (USD)
$85
-
$400
/nt
$950 - $2,200 /wk
- bedrooms 2
- sleeps 4
- community Casarina
- baths 2
- rental type Condo
- rates (USD) $4,000 - $7,800 /mth
- bedrooms 2
- sleeps 6
- community Siesta Key
- baths 2
- rental type Condo
- rates (USD) $2,000 - $4,000 /mth
- bedrooms 2
- sleeps 4
- community
- baths 2
- rental type Condo
-
rates (USD)
$900
-
$1,900
/wk
- bedrooms 2
- sleeps 6
- community White Sands Village
- baths 2
- rental type Condo
-
rates (USD)
$64
-
$136
/nt
$450 - $950 /wk
$1,600 - $3,600 /mth
- bedrooms 2
- sleeps 6
- community Peppertree Bay
- baths 2
- rental type Condo
- rates (USD) $3,000 - $4,000 /mth
- bedrooms 2
- sleeps 4
- community Whispering Sands
- baths 2
- rental type Condo
- rates (USD) $2,800 - $5,000 /mth
- bedrooms 2
- sleeps 6
- community Vista Hermosa
- baths 2
- rental type Condo
-
rates (USD)
$650
-
$950
/wk
- bedrooms 2
- sleeps 6
- community Siesta Key Village
- baths 2
- rental type Duplex
-
rates (USD)
$750
-
$1,300
/wk
- bedrooms 2
- sleeps 6
- community
- baths 2
- rental type Condo
-
rates (USD)
$650
-
$1,000
/wk
- bedrooms 2
- sleeps 6
- community Crystal Sands
- baths 2
- rental type Condo
-
rates (USD)
$1,300
-
$1,900
/wk
- bedrooms 2
- sleeps 4
- community Sea Winds
- baths 2
- rental type Condo
-
rates (USD)
$800
-
$1,000
/wk
- bedrooms 2
- sleeps 4
- community Bay Tree Club
- baths 2
- rental type Condo
-
rates (USD)
$800
-
$850
/wk
$3,400 - $3,900 /mth
- bedrooms 2
- sleeps 6
- community Siesta Key Village
- baths 2
- rental type Motel
-
rates (USD)
$550
-
$1,150
/wk
- bedrooms 2
- sleeps 6
- community Siesta Breakers
- baths 2
- rental type Condo
-
rates (USD)
$119
-
$220
/nt
$833 - $1,543 /wk
$2,916 - $5,556 /mth
- bedrooms 2
- sleeps 4
- community Island Reef Condo
- baths 2
- rental type Condo
- rates (USD) $4,000 - $5,600 /mth
- bedrooms 2
- sleeps 4
- community Crescent Arms
- baths 2
- rental type Condo
-
rates (USD)
$136
-
$207
/nt
$950 - $1,450 /wk
- bedrooms 2
- sleeps 5
- community Tivoli By The Sea
- baths 2
- rental type Condo
-
rates (USD)
$120
-
$235
/nt
$850 - $1,645 /wk
- bedrooms 2
- sleeps 4
- community Beach Way
- baths 2
- rental type House
-
rates (USD)
$3,000
-
$5,000
/nt
$3,000 - $5,000 /mth
- bedrooms 2
- sleeps 6
- community Gulf Haven
- baths 2
- rental type Villa
-
rates (USD)
$750
-
$1,000
/wk
- bedrooms 2
- sleeps 6
- community Gulf and Bay Bayside
- baths 2
- rental type Condo
-
rates (USD)
$107
-
$172
/nt
$750 - $1,200 /wk
- bedrooms 2
- sleeps 6
- community Crescent Royale
- baths 2
- rental type Condo
-
rates (USD)
$900
-
$1,400
/wk
- bedrooms 2
- sleeps 6
- community Calini Beach Club
- baths 2
- rental type Condo
-
rates (USD)
$120
-
$260
/nt
$800 - $1,700 /wk
- bedrooms 2
- sleeps 6
- community Island Reef
- baths 2
- rental type Condo
- rates (USD) $3,000 - $4,500 /mth
- bedrooms 2
- sleeps 5
- community Palm Bay Club
- baths 2
- rental type Condo
-
rates (USD)
$700
-
$2,000
/wk
- bedrooms 2
- sleeps 6
- community El Presidente Condo
- baths 2
- rental type Condo
-
rates (USD)
$1,000
-
$1,631
/wk
- bedrooms 2
- sleeps 4
- community Fisherman's Cove
- baths 2
- rental type Condo
-
rates (USD)
$950
-
$1,650
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 5
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community
- baths 2
- rental type Townhome
-
rates (USD)
$890
-
$1,300
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,400
-
$2,000
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,400
-
$2,000
/wk
- bedrooms 2
- sleeps 6
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,150
-
$1,700
/wk
- bedrooms 2
- sleeps 4
- community House of the Sun
- baths 2
- rental type Condo
-
rates (USD)
$1,050
-
$1,500
/wk
- bedrooms 2
- sleeps 6
- community Island Reef
- baths 2
- rental type Condo
-
rates (USD)
$200
-
$350
/nt
$1,400 - $1,500 /wk
$2,800 - $4,500 /mth
- bedrooms 2
- sleeps 6
- community FIshermans Cove
- baths 2
- rental type Condo
-
rates (USD)
$950
-
$1,650
/wk
- bedrooms 2
- sleeps 6
- community Fisherman's Cove
- baths 2
- rental type Condo
-
rates (USD)
$160
-
$271
/nt
$800 - $1,600 /wk
$3,040 - $6,080 /mth
- bedrooms 2
- sleeps 6
- community Pepper Tree Bay
- baths 2
- rental type Condo
-
rates (USD)
$750
-
$1,000
/wk
$3,000 - $4,000 /mth
- bedrooms 2
- sleeps 6
- community Peppertree Bay
- baths 2
- rental type Condo
- rates (USD) $2,800 - $4,200 /mth
- bedrooms 2
- sleeps 6
- community
- baths 2½
- rental type House
-
rates (USD)
$1,200
-
$1,500
/wk
- bedrooms 2
- sleeps 5
- community Cozy Cove
- baths 2½
- rental type House
-
rates (USD)
$700
-
$1,000
/wk
- bedrooms 2
- sleeps 4
- community Cozy Cove
- baths 2½
- rental type Condo
-
rates (USD)
$96
-
$164
/nt
$675 - $1,150 /wk
- bedrooms 2
- sleeps 6
- community
- baths 2½
- rental type Townhome
-
rates (USD)
$1,250
-
$1,950
/wk
$5,000 - $7,000 /mth
- bedrooms 2
- sleeps 7
- community Beachaven
- baths 3
- rental type Condo
- rates (USD) $2,500 - $3,900 /mth
- bedrooms 3
- sleeps 10
- community Siesta Key Estates
- baths 2
- rental type House
-
rates (USD)
$1,600
-
$2,000
/wk
- bedrooms 3
- sleeps 6
- community Gulf & Bay Club Bays
- baths 2
- rental type Townhome
-
rates (USD)
$1,150
-
$1,975
/wk
$3,300 - $5,000 /mth
- bedrooms 3
- sleeps 6
- community Siesta Isles
- baths 2
- rental type House
- rates (USD) $2,300 - $4,000 /mth
- bedrooms 3
- sleeps 6
- community Gulf & Bay Bayside
- baths 2
- rental type Condo
-
rates (USD)
$1,200
-
$1,500
/wk
- bedrooms 3
- sleeps 8
- community
- baths 2
- rental type House
-
rates (USD)
$1,150
-
$1,750
/wk
$3,750 - $5,250 /mth
- bedrooms 3
- sleeps 10
- community Heron Lagoon Private
- baths 2
- rental type Chalet
-
rates (USD)
$1,150
-
$1,650
/wk
$3,900 - $5,400 /mth
- bedrooms 3
- sleeps 6
- community Black Burn Harbor
- baths 2
- rental type Condo
-
rates (USD)
$115
-
$195
/nt
$750 - $1,550 /wk
$2,500 - $3,500 /mth
- bedrooms 3
- sleeps 6
- community Crescent Siesta Key
- baths 2
- rental type Condo
-
rates (USD)
$265
-
$285
/nt
$1,850 - $2,000 /wk
- bedrooms 3
- sleeps 8
- community
- baths 2
- rental type House
-
rates (USD)
$160
-
$240
/nt
$950 - $1,500 /wk
- bedrooms 3
- sleeps 8
- community
- baths 2
- rental type House
-
rates (USD)
$135
-
$243
/nt
$950 - $1,700 /wk
- bedrooms 3
- sleeps 6
- community
- baths 2
- rental type Cottage
-
rates (USD)
$100
-
$180
/nt
$800 - $1,200 /wk
$3,500 - $4,000 /mth
- bedrooms 3
- sleeps 6
- community
- baths 2
- rental type House
-
rates (USD)
$1,500
-
$2,300
/wk
$4,500 - $6,800 /mth
- bedrooms 3
- sleeps 8
- community
- baths 2
- rental type House
-
rates (USD)
$800
-
$800
/wk
$3,000 - $3,000 /mth
- bedrooms 3
- sleeps 6
- community Navarra on the Key
- baths 2
- rental type Condo
-
rates (USD)
$100
-
$190
/nt
$700 - $1,400 /wk
$2,400 - $5,300 /mth
- bedrooms 3
- sleeps 8
- community Beach Walk
- baths 2½
- rental type Condo
-
rates (USD)
$1,000
-
$1,950
/wk
- bedrooms 3
- sleeps 8
- community
- baths 2½
- rental type Townhome
-
rates (USD)
$1,750
-
$2,000
/wk
- bedrooms 3
- sleeps 7
- community
- baths 2½
- rental type House
-
rates (USD)
$1,000
-
$1,250
/wk
- bedrooms 3
- sleeps 8
- community
- baths 2½
- rental type Villa
-
rates (USD)
$175
-
$250
/nt
$1,200 - $1,700 /wk
$3,000 - $5,500 /mth
- bedrooms 3
- sleeps 6
- community Crescent Siesta Key
- baths 3
- rental type Condo
-
rates (USD)
$465
-
$571
/nt
$2,900 - $4,000 /wk
- bedrooms 3
- sleeps 7
- community
- baths 3
- rental type House
-
rates (USD)
$1,300
-
$2,000
/wk
$3,000 - $4,500 /mth
- bedrooms 3
- sleeps 8
- community Tiffany Sands
- baths 3½
- rental type House
- rates (USD) $4,800 - $6,500 /mth
- bedrooms 3
- sleeps 7
- community Twin Oak Pond
- baths 3½
- rental type House
-
rates (USD)
$1,500
-
$2,000
/wk
- bedrooms 4
- sleeps 10
- community Siesta Bayfront
- baths 2
- rental type House
-
rates (USD)
$1,500
-
$2,200
/wk
$5,500 - $7,000 /mth
- bedrooms 4
- sleeps 10
- community Siesta Beach
- baths 2
- rental type Chalet
-
rates (USD)
$400
-
$600
/nt
$1,700 - $3,400 /wk
- bedrooms 4
- sleeps 10
- community
- baths 3
- rental type House
-
rates (USD)
$1,800
-
$2,200
/wk
$5,700 - $7,000 /mth
- bedrooms 4
- sleeps 10
- community
- baths 3
- rental type House
-
rates (USD)
$1,450
-
$1,800
/wk
$5,000 - $5,000 /mth
- bedrooms 4
- sleeps 10
- community
- baths 3
- rental type House
-
rates (USD)
$260
-
$430
/nt
$1,800 - $3,000 /wk
$6,500 - $10,000 /mth
- bedrooms 4
- sleeps 14
- community
- baths 4
- rental type Inn
-
rates (USD)
$105
-
$150
/nt
$544 - $1,118 /wk
$2,067 - $4,248 /mth
- bedrooms 5
- sleeps 12
- community Island House
- baths 4
- rental type Condo
-
rates (USD)
$358
-
$572
/nt
$2,500 - $4,000 /wk
- bedrooms 20
- sleeps 30
- community
- baths 15½
- rental type Inn
-
rates (USD)
$85
-
$210
/nt
$404 - $1,521 /wk
$1,535 - $5,779 /mth
