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.

Check to Inquire *
ID: 25942
Turtle Beach - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 6
This recently remodeled condominium is clean and beautiful! the lanai (screened porch) is directly on the gulf, perfect for those romantic dinners and sunsets! this unit has two separate and private b ...Read Full Description
ID: 392232
Siesta Key Condos - Gulf & Bay Club Bayside Condo - Vacation Rental in Siesta Key
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: 65154
Peppertree Bay - Vacation Rental in Siesta Key
From USD4500 mo
2 Bedrooms
Sleeps 4
Located directly on famed crescent beach on siesta key, consistently the # 1 rated beach. Our siesta key vacation condo is situated on sixteen lush tropical acres extending from the gulf of mexico to ...Read Full Description
ID: 26554
Siesta Key, Florida Vacation Villa - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 6
If you are looking for a place that will make you heart sing, then this is the place, a beautiful, wonderful siesta key condo vacation rental! a better value for your money when comparing to sarasota ...Read Full Description
ID: 392315
Siesta Key Florida Island Condo with Pool - Vacation Rental in Siesta Key
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
Check to Inquire *
ID: 383104
Sandy Toes - Vacation Rental in Siesta Key
From USD300 ntwe
2 Bedrooms
Sleeps 6
Siesta key vacation home - townhouse - beachside - heated pool - voted #1 beach ! walk to shopping, restaurants, and boat rentals. 2 bedroom 2 bath with vaulted ceiling and a fireplace - garage - wash ...Read Full Description
ID: 61870
Banyan Tree Beach Resort llc- Siesta Key, Florida - Vacation Rental in Siesta Key
2 Bedrooms
Sleeps 6
Siesta key vacation rental accommodations with the cozy feeling of home. Owner/managers have provided all the creature comforts to make your stay on siesta key truly a memorable vacation. upon arrivin ...Read Full Description
ID: 209351
2 bedroom, 2 bathroom condo Near White Siesta Beac - Vacation Rental in Siesta Key
From USD2400 mo
2 Bedrooms
Sleeps 6
An authentic condo is a perfect choice in palmer ranch for couples, solo adventurers, business travelers, families, and furry friends (pets). Authentic condos have been being offered in the beautiful ...Read Full Description
ID: 64648
27 Bedrooms
*e-rez s p o t l i g h t crescent view beach club*
*compl ...Read Full Description
ID: 64648
Aloha Kai Vacation Rentals - Hotel in Siesta Key
1 Bedrooms
Location. <ul><li>the aloha kai vacation rentals is located in siesta key, fla.</li> <li>two miles from siesta key village shopping and dining&a ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

Smart Search

*Traveling Dates:

Flexible Dates
1+ (24)
3+ (23)
6+ (11)
11+ (1)

(vacation rentals only)
1 (4)
2 (18)
3 (2)
4+ (1)

Vacation Rental Types:
Apartment (19)
Home (2)
Townhouse (2)

Lodging Types:
Hotels (2)
Vacation Rentals (23)

Location Attributes:
Beachfront (10)
Near water (5)
Waterfront (5)

Air Conditioning (23)
Full Kitchen (23)
Cable/Satellite TV (23)
Microwave (23)
Utensils (21)
Coffee Maker (21)

Things To Do:
Shopping (22)
Restaurants (21)
Swimming (20)
Boating (21)
Golf (20)
Jet Skiing (21)

Special Features:
Children Welcome (25)
Smoking Permitted (3)
Pet friendly (6)
Handicap accesibility (15)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Longboat Key (11)
Sarasota (38)
Osprey (2)
Nokomis (2)
Bradenton (15)
Venice Fl (9)
Bradenton Beach (4)
Ellenton (4)
Anna Maria Island (9)

Max Budget per Night: