Siesta Key Vacation Rentals

Rentalo.com can help you find the best Siesta Key hotels and meet your specific lodging needs. Save time finding the best deals using our unique "Inquire Now" service which allows you to compare multiple offers from owners of Siesta Key motels and hotels. Whether you are planning a family vacation or business trip, we can help you find the best Siesta Key luxury hotels, Siesta Key discount hotels in Florida. Many of our inventory show negotiated rates for your favorite Siesta Key luxury hotel or Siesta Key discount hotel, and Siesta Key motel. Once you find the best Siesta Key hotel, you can use the "Book Online" button (when available) or the "Send Inquiry" to contact the owner and make your reservation in Siesta Key or 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
From USD233 nt
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: 209351
Condo, 1 Bedroom, 1 Bath, (Sleeps 2-4) - Vacation Rental in Siesta Key
From USD59 nt
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: 26753
Siesta Towers 6F - Vacation Rental in Siesta Key
From USD125 nt
2 Bedrooms
Sleeps 4
2 bedroom 2 bath full water views condo near siesta key village. In process of being renovated, this soon to be gorgeous condo has full panoramic gulf views. from big pass out to the gulf and north en ...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: 25574
Gumbo Limbo, Siesta Key Vacation Rentals & Homes - Vacation Rental in Siesta Key
From USD190 nt
1 Bedrooms
Sleeps 4
Paradise can be so close and affordable - please give us a call for the availability!!! private rentals on siesta key for a perfect island getaway. These 4 siesta key vacation homes are located within ...Read Full Description
ID: 15757
Beach Place- 30 Seconds to the Sand - Vacation Rental in Siesta Key
From USD200 nt
1 Bedrooms
Sleeps 4
the beach place is a sarasota,florida, siesta key vacation rental that offers premier tropical garden beach cottages located at siesta key beach. Just a few steps onto the world famous white powdery ...Read Full Description
ID: 5536
Ground Floor Condo at MidnightCove 11 - Vacation Rental in Siesta Key
From USD750 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: 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: 5538
Siesta Key Crescent Beach 4th Floor 2BR-2BA Condo - Vacation Rental in Siesta Key
From USD116 wk
2 Bedrooms
Sleeps 5
Special Offer 26% Off. May 13, 2017 to May 24, 2017
Last minute discount available for apr 15-22 and may 13-24 in our 4th floor 2br...(up to $890.00 saving)... .. Location: crescent beach on siesta key is the world's best beach and we don't say that li ...Read Full Description
ID: 26753
Midnight Cove II Bayside 2 BR Condo #734 - Vacation Rental in Siesta Key
From USD999 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
Check to Inquire *
ID: 391955
CA704N - Vacation Rental in Siesta Key
From USD1500 wk
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: 208357
Siesta Key Sunset, Beach/Gulf Front Rentals - Vacation Rental in Siesta Key
From USD1066 wk
2 Bedrooms
Sleeps 6
Siesta key sunset family rentals is proud to offer our 4 beach-front fisherman's cove condominium units a113, a114, b102 (beach level) and b306 (3rd/top floor with elevator) at siesta key's turtle bea ...Read Full Description
ID: 26753
Siesta Key Private Pool Home - Vacation Rental in Siesta Key
From USD6400 mo
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: 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: 61870
Banyan Tree Beach Resort - Siesta Key, Florida - Vacation Rental in Siesta Key
From USD220 nt
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
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Smart Search


Sleeps: 1 Remove 1

Lodging Types:
- Hotels Remove Hotels
- Vacation Rentals Remove Vacation Rentals

remove all
*Traveling Dates:

Flexible Dates
Bedrooms:
(vacation rentals only)
Studio (1)
1 (6)
2 (32)
3 (2)
4+ (1)

Vacation Rental Types:
Apartment (34)
Cottage (1)
Home (2)
Townhouse (2)
Villa (2)

Lodging Types:
Bed and Breakfasts (45)

Location Attributes:
Beachfront (25)
Near water (11)
Waterfront (6)
More...

Amenities:
Air Conditioning (41)
Full Kitchen (39)
Cable/Satellite TV (28)
Microwave (41)
Utensils (41)
Coffee Maker (40)
More...

Things To Do:
Shopping (41)
Restaurants (27)
Swimming (39)
Boating (38)
Golf (35)
Jet Skiing (36)
More...

Special Features:
Children Welcome (44)
Smoking Permitted (6)
Pet friendly (21)
Handicap accesibility (31)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Longboat Key (12)
Sarasota (29)
Osprey (2)
Nokomis (2)
Bradenton (18)
Venice Fl (52)
Bradenton Beach (2)
Anna Maria Island (15)

Max Budget per Night:

Currency:

Sorry: