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.

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Siesta Key. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Siesta Key. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Siesta Key Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

ID: 386848
Siesta Key Excelsior 107, 1st Floor, 2 heated pool - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 6
With the bay in back and the gulf in front, our condo at excelsior 107 sits on a little strip of paradise! located in a luxurious resort with everything from heated pools and outdoor grills to private ...Read Full Description
ID: 386848
Siesta Key Gulf and Bay Club 305 C Building, 3 poo - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 6
Roll into the lap of luxury and enjoy a unit that's still sparkling new. Siesta key gulf and bay club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new ...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
ID: 386848
Siesta Dunes Beach 38A, Gulf Side 2 bedrooms, Larg - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 6
Do you have children who'll delight in the geckos and insects they can discover in the garden? or do you love nature and the sight and scents of tropical flowers? an idyllic ocean side condo perfect f ...Read Full Description
ID: 386848
Crystal Sand 406, 4th floor, Gulf View, 2 heated P - Vacation Rental in Siesta Key
1 Bedrooms
Sleeps 4
Every sunset is a memorable experience at our condo at crystal sands 406 in siesta key. Overlooking the placid gulf of mexico, our 4th-floor condo on the shores of crescent beach is a great venue for ...Read Full Description
ID: 385216
Sun, Sand & Save 20% to 35% at Midnight Cove - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 4
Sun, sand & *save 20% to 35% per week* at midnight cove in siesta key, fl direct-with-owner all-in price discounted rental rates from $658 to $1,389 /wk (variable season rates) & savings from ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

Smart Search

Vacation Rental Types:
- Apartment Remove Apartment
- Townhouse Remove Townhouse

Lodging Types:
- Vacation Rentals Remove Vacation Rentals

remove all
*Traveling Dates:

Flexible Dates
1+ (36)
3+ (34)
6+ (18)

(vacation rentals only)
Studio (1)
1 (6)
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)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Longboat Key (7)
Sarasota (5)
Osprey (1)
Bradenton (5)
Venice Fl (11)
Bradenton Beach (2)
Anna Maria Island (7)

Max Budget per Night: