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: 208357
Siesta Key Sunset, Beach/Gulf Front Rentals - Vacation Rental in Siesta Key
From USD821 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
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
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: 391955
CA704N- Fantastic Gulf Front View Condo - 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: 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
Condo, 1 Bedroom + Convertible bed(s), 1 Bath - Vacation Rental in Siesta Key
From USD55 nt
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
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. In process of being renovated, this soon to be gorgeous condo has full panoramic gulf views. from big pass out ...Read Full Description
ID: 5538
condosrq@rogers.com - Vacation Rental in Siesta Key
From USD1090 wk
2 Bedrooms
Sleeps 5
Availability for 2017: ask for possible last minute discounts if in the next 15-30 days... .. .. .. Our 1br is open aug 19-26 and sep 9 - oct 10, 2017 ... .. .. .. our larger 1300sqft 2br is open aug ...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
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: 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: 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: 385140
Ground Level Condo  - Vacation Rental in Siesta Key
From USD625 wk
2 Bedrooms
Sleeps 6
Ground level, 2br/2ba condo, located across from siesta key beach. This very nice unit is completely furnished for you to have a great vacation, including beach chairs and a small cooler. fully equipp ...Read Full Description
ID: 21353
ELEGANT PRIVATELY OWNED SIESTA BEACH CONDO - Vacation Rental in Siesta Key
From USD151.9 nt
2 Bedrooms
Sleeps 6
Aaa 2-diamond rated & trip advisor recommended located at crescent royale condominiums - one of the finest gated communities on siesta key - this 2 bedroom/2 bath privately owned vacation condo is ...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
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


Smart Search


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

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

remove all
*Traveling Dates:

Flexible Dates
*Sleeps:
1+ (37)
3+ (36)
6+ (20)

Bedrooms:
(vacation rentals only)
Studio (1)
1 (5)
2 (30)

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

Lodging Types:
Bed and Breakfasts (37)

Location Attributes:
Beachfront (23)
Near water (8)
Waterfront (6)
More...

Amenities:
Air Conditioning (37)
Full Kitchen (35)
Cable/Satellite TV (24)
Microwave (37)
Utensils (37)
Coffee Maker (36)
More...

Things To Do:
Shopping (37)
Restaurants (23)
Swimming (37)
Boating (35)
Golf (32)
Jet Skiing (33)
More...

Special Features:
Children Welcome (37)
Smoking Permitted (3)
Pet friendly (17)
Handicap accesibility (28)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Longboat Key (7)
Sarasota (3)
Osprey (1)
Nokomis (1)
Bradenton (4)
Venice Fl (11)
Bradenton Beach (2)
Anna Maria Island (8)

Max Budget per Night:

Currency:

Sorry: