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 Rentalo.com 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: 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: 26753
Crescent Royale 4B - Vacation Rental in Siesta Key
From USD1200 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: 5536
Ground Floor Condo at MidnightCove 11 - Vacation Rental in Siesta Key
 
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: 26552
Endless Summer, Ocean View - Siesta Key, Florida - Vacation Rental in Siesta Key
 
2 Bedrooms
Sleeps 6
For rent by owner, this luxurious 1540 sq ft two-bedroom/two bath siesta key vacation condo near to sarasota and the beach. This siesta key condo rental is newly remodeled, furnished and it has a priv ...Read Full Description
ID: 26753
Midnight Cove II Bayside 2 BR Condo #734 - Vacation Rental in Siesta Key
From USD1100 wk
2 Bedrooms
Sleeps 5
Siesta key condo with boat dock available. Very clean 2 bedroom, 1 1/2 bath fully furnished top floor siesta key vacation rental condo with private entrance in beautiful complex. privately owned/manag ...Read Full Description
ID: 26753
Siesta Key Private Pool Home - Vacation Rental in Siesta Key
From USD2250 wk
3 Bedrooms
Sleeps 6
Siesta key beach house with electric heated pool. This pool is on sunny side of home. across street from siesta key public beach a 2 minute walk. private, immaculate, beautiful 2100 square foot single ...Read Full Description
ID: 26701
Sunset Beach Resort Siesta Key - Vacation Rental in Siesta Key
 
3 Bedrooms
Sleeps 8
Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the gulf from every room! look no further. This unit has everything imaginable and you literally step out of your unit and ...Read Full Description
ID: 391955
CA704N- Fantastic Gulf Front View Condo - Vacation Rental in Siesta Key
 
2 Bedrooms
Sleeps 6
Ca704n beautifully appointed, fantastic gulf front view condo. Entire condo was refurbished in 2003 and repainted in 2012. light, bright kitchen with corian counters makes meal prep a breeze. if this ...Read Full Description
ID: 5531
Siesta Key Getaways - Vacation Rental in Siesta Key
 
2 Bedrooms
Sleeps 4
Siesta key getaways - vacation lodgings at siesta key... One, two and three bedroom villas and condos.. all our siesta key villa rentals are a short 200 strides to our large heated pool and crescent b ...Read Full Description
ID: 346209
Bay Oaks Condominiums - Vacation Rental in Siesta Key
From USD525 wk
2 Bedrooms
Sleeps 4
Lush, tropical setting just minutes away from the sugar white sand siesta key is famous for. Siesta key beach was voted the #2 beach by dr. beach. the back of this property is on the intracoastal wate ...Read Full Description
ID: 26701
Sunset Beach Resort Siesta Key - Vacation Rental in Siesta Key
 
1 Bedrooms
Sleeps 4
Beautiful, newly renovated, beach front apartments on siesta key. One bedroom, one bathroom with jacuzzi tub, all linens, full size modern kitchen, living room with full size futon couch, flat screen ...Read Full Description
ID: 26680
 Casa Blanca Beach Rental  Siesta Key 1 & 2BR Apar - Vacation Rental in Siesta Key
 
2 Bedrooms
Sleeps 6
Your ideal choice for sarasota beach front condominium accommodations, the casa blanca on siesta key provides lodging directly on siesta key beach. Choose between magnificent gulf of mexico beach view ...Read Full Description
ID: 209351
(S) Condo, 1 Bedroom + Convertible bed(s), 1 Bath  - Vacation Rental in Siesta Key
From USD790 wk
1 Bedrooms
Sleeps 4
My fully equipped condos are good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Sienna park: situated a short 5-minute drive from the cool emerald ...Read Full Description
ID: 385159
Bay Oaks Townhouse - Vacation Rental in Siesta Key
 
2 Bedrooms
Sleeps 4
Siesta key townhouse, 8 minutes walk to the white sands of siesta key, no direct beach access but you can easily walk to public access.........beautifully updated 2-story townhouse, spacious and wide ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Smart Search


*Traveling Dates:

Flexible Dates
*Sleeps:
1+ (24)
3+ (23)
6+ (11)
11+ (1)

Bedrooms:
(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)
More...

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

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

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:

Currency:

Sorry: