Siesta Key Vacation Rentals

Welcome to Siesta Key. Scroll down this page to find your favorite travel destination in Siesta Key and browse our extensve inventory of accommodations in Siesta Key. Leisure travelers planning their family vacations can get offers directly from owners of Siesta Key vacation homes or houses in Siesta Key. Sometimes these single rental units are referred to as Siesta Key cabins or Siesta Key villas. Other popular lodging options include vacation rentals in Siesta Key, Siesta Key apartments and condos in Siesta Key. For business travelers we offer several convenient hotels in Siesta Key or small boutique hotels in Siesta Key area, many with the ability to book online. If you are planning a romantic getaway in Siesta Key, we highy recommend our unique inventory of bed and breakfasts in Siesta Key. B&Bs can also referred as small country inns in Siesta Key.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at we make it easy for travelers to find best Siesta Key vacation rentals using our free inquiry service or Siesta Key lodging locator service. Save time searching for Siesta Key rental vacations and Siesta Key accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Siesta Key vacation home rentals owners as well as from Siesta Key resorts, Siesta Key cabin rentals, and Siesta Key vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in Florida area. Our engine will match your specific inquiry criteria with each Siesta Key vacation rental listing, Siesta Key vacation house or Siesta Key villa in our Siesta Key rental vacations inventory. Finding Siesta Key vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Siesta Key accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Siesta Key lodging in Florida.

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ID: 392232
Siesta Key Condos - Gulf & Bay Club Bayside Condo - Vacation Rental in Siesta Key
From USD775 wk
1 Bedrooms
Sleeps 2
The siesta key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the gulf and bay club bayside and is furnished with the basic household items necessary for norma ...Read Full Description
ID: 311641
Tropical Sun Condo - Vacation Rental in Siesta Key
Sleeps 2
Thank you for your interest in our resort! unfortunatley, none of our rooms are beach front. We are on the beach side of the road, but there are no beach views....welcome to the friendliest unit on si ...Read Full Description
ID: 209351
Condo, 1 Bedroom + Convertible bed(s), 1 Bath - Vacation Rental in Siesta Key
1 Bedrooms
Sleeps 4
Year-round off-season from $ 341 + taxes, all utilities incl. For a week stay - hurry, grab the best time for yourself! quickest contact is e-mail (so please scroll down and 'email owner' always), but ...Read Full Description
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ID: 392306
Sea Winds 217 - Vacation Rental in Siesta Key
From USD100 nt
1 Bedrooms
Sleeps 4
This one bedroom condo is a short walk across the street to world famous crescent beach which is located on the gulf of mexico. Our spacious newly remodeled condo is on the second floor. this is turnk ...Read Full Description
ID: 26753
Crescent Royale 4B - Vacation Rental in Siesta Key
From USD1100 wk
2 Bedrooms
Sleeps 4
Gorgeous 2 bedroom, 2 bath fully furnished condo with full panoramic beach views. Across the street from the #1 beach, siesta key beach. granite kitchen and baths. tile floors in living/dining/kitchen ...Read Full Description
ID: 209351
Condo, 1 Bedroom, 1 Bath, (Sleeps 2-4) - Vacation Rental in Siesta Key
1 Bedrooms
Sleeps 4
Don't miss this unique opportunity to rent just minutes from the white sandy beaches of sparkling siesta key! the complex is situated on over 42 acres of land by a beautiful large natural lake. The mo ...Read Full Description
ID: 5214
SIESTA BREAKERS CONDOMINIUMS - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 4
Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. From covered parking, deluxe accommodations & amenities to the soft, white s ...Read Full Description
ID: 26753
Siesta Towers 6F - Vacation Rental in Siesta Key
From USD5000 mo
2 Bedrooms
Sleeps 4
Siesta key condo - 2 bedroom 2 bath full water views condo a block to siesta key village. Gorgeous condo has full panoramic gulf views. from big pass out to the gulf and north end of siesta key to dow ...Read Full Description
ID: 5536
Ground Floor Condo at MidnightCove 11 - Vacation Rental in Siesta Key
From USD825 wk
2 Bedrooms
Sleeps 4
Come and spend time in ground floor siesta key vacation condo at midnightcove 11, the perfect vacation spot! the waterfront condo can sleep up to four guests comfortably and it features 2 bedrooms and ...Read Full Description
ID: 392315
Siesta Key Florida Island Condo with Pool - Vacation Rental in Siesta Key
From USD1000 wk
2 Bedrooms
Sleeps 4
Our new unit are truly a site to see. 2 br / 2 bath completely remodeled, newly furnished unit with fully equipped kitchen, cable tv, wifi, and washer/dryer. enjoy a resort style pool area beautifully ...Read Full Description
ID: 131717
Bay Oaks Condo,Florida > Siesta Key - Vacation Rental in Siesta Key
Sleeps 4
Bay oaks, a siesta key resort, is set amidst lush, tropical foliage on the intercoastal waterway, across from the gulf of mexico and world famous crescent beach with soft, sugar-white sand. Enjoy shel ...Read Full Description
ID: 143299
Paradise Cove Condo - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 4
Siesta key condo vacation rental - fore rent by owner - for sale by owner fully furnished, remodeled and updated in modern style, paradise cove is one of the best siesta key vacation condo rentals in ...Read Full Description
ID: 33925
Bungalows by the Sea - Vacation Rental in Siesta Key
From USD95 nt
2 Bedrooms
Sleeps 4
We are a cozy and comfortable. Privately owned 2 unit beach vacation rental house in siesta key. our vacation rental home is just a few steps to the powder white sands of crescent beach. our accommoda ...Read Full Description
ID: 386848
Palm Bay Club G46 Siesta Key FL, Heated Pool, Gulf - Vacation Rental in Siesta Key
1 Bedrooms
Sleeps 4
The accolades keep pouring in. Guests and media alike rate the palm bay club as a perfect destination for romantic getaways and family vacations. treat yourself to an idyllic holiday on florida's gulf ...Read Full Description
ID: 386848
Siesta Key Our House at the Beach 222, with Heated - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 4
There's plenty of room for everyone here at our house. We have a split-level living/dining area, with a large living room made for a crowd! the huge sectional sofa faces our new hdtv with dvd player, ...Read Full Description
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Studio (1)
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2 (28)

Vacation Rental Types:
Cottage (1)
Home (2)
Villa (2)

Lodging Types:
Bed and Breakfasts (36)
Hotels (18)

Location Attributes:
Beachfront (19)
Near water (6)
Waterfront (4)

Air Conditioning (36)
Full Kitchen (34)
Cable/Satellite TV (23)
Microwave (36)
Utensils (35)
Coffee Maker (34)

Things To Do:
Shopping (36)
Restaurants (22)
Swimming (36)
Boating (34)
Golf (30)
Jet Skiing (32)

Special Features:
Children Welcome (36)
Smoking Permitted (4)
Pet friendly (19)
Handicap accesibility (30)

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Longboat Key (7)
Sarasota (5)
Osprey (1)
Bradenton (5)
Venice Fl (11)
Bradenton Beach (2)
Anna Maria Island (7)

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