Vacation Homes in Siesta Key, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Vacation Homes in Siesta Key

3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.

Siesta Key Island Rentals

Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village

Siesta Heron Suites & Villas

Siesta Key Waterfront Oasis - Heated Pool, Dock, Walk to Village & Beach

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

Waterfront Home, Pool, Waterslide, Games! - Siesta Serenity

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Top hotels in Siesta Key

The Residences at Siesta Key Beach by Hyatt Vacation Club
Find the Best Vacation Homes in Siesta Key
Why book a vacation home in Siesta Key?
Vacation homes in Siesta Key make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Siesta Key?
Private Siesta Key rental homes range between $152 - $434 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Siesta Key vacation home rentals. You might look for Siesta Key rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Siesta Key offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Siesta Key?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Siesta Key. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Siesta Key hotels and vacation homes that best suit your stay. We also have deals for flights, and Siesta Key car rentals. You’ll save even more when you bundle your items into a Siesta Key vacation package!
How many vacation homes are available to book in Siesta Key?
There are 891 rental homes in Siesta Key. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Siesta Key?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Siesta Key Vacation Homes essential information
Accommodation | 891 Vacation Homes |
|---|---|
Lowest Price | $152 |
Highest Price | $434 |
Popular accommodation | 3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport., Siesta Key Island Rentals, Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village, Siesta Heron Suites & Villas, Siesta Key Waterfront Oasis - Heated Pool, Dock, Walk to Village & Beach, Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks, Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", Waterfront Home, Pool, Waterslide, Games! - Siesta Serenity, Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool, Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course, Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!, Newly Renovated Large 4BR w/ Pool - Walk to Gated beach |
More ways to wander Siesta Key
Explore More Ways to Travel with Travelocity
- Hotels near Siesta Key Beach
- B&B in Polk City
- Cabins in Polk City
- Extended Stay Hotels in Polk City
- Vacation Homes in Polk City
- Cottages in Black Jack Island
- Rv Parks in Black Jack Island
- 3 Star Hotels in Siesta Key Village
- 5 Star Hotels in Siesta Key Village
- Beach Resorts & in Siesta Key Village
- Cheap Hotels in Siesta Key Village
- Hotels with Suites in Siesta Key Village
- Hotels with Balconies in Siesta Key Village
- Hotels with a Gym in Siesta Key Village
- Hotels with Free Parking in Siesta Key Village
- Hotels with Hot Tubs in Siesta Key Village
- La Quinta Inn & Suites Hotels in Siesta Key Village
- Pet Friendly Hotels in Siesta Key Village
- Romantic Getaways & Hotels in Siesta Key Village
- Siesta Key Village Hotels
- Apartments in Lido Key
- Condos in Lido Key
- Cottages in Lido Key
- Extended Stay Hotels in Lido Key
- Motels in Lido Key
- Vacation Homes in Lido Key
- Rv Parks in Lido Key
- Resorts in Lido Key
- Apartments in Pinellas Park
- Holiday Park Resorts in Pinellas Park
- Hostels in Pinellas Park
- Inns in Pinellas Park
- Motels in Pinellas Park
- Vacation Homes in Pinellas Park
- Resorts in Pinellas Park
- Villas in Pinellas Park
- B&B in Legacy Trail
- Farmstay in Cape Coral
- Chalets in Cape Coral
- Cottages in Cape Coral
- Guest Houses in Cape Coral
- Holiday Park Resorts in Cape Coral
- Hostels in Cape Coral
- Houseboats in Cape Coral
- Lodges in Cape Coral
- Ranches in Cape Coral
- B&B in Osprey
- Cottages in Osprey
- Extended Stay Hotels in Osprey
- Houseboats in Osprey
- Rv Parks in Osprey
- Villas in Osprey
- Apartments in Parrish
- B&B in Parrish
- Cabins in Parrish
- Condos in Parrish
- Cottages in Parrish
- Extended Stay Hotels in Parrish
- Guest Houses in Parrish
- Motels in Parrish
- Rv Parks in Parrish
- Villas in Parrish
- B&B in Sarasota
- Cabins in Sarasota
- Condo Resorts in Sarasota
- Condos in Sarasota
- Cottages in Sarasota
- Extended Stay Hotels in Sarasota
- Guest Houses in Sarasota
- Hostels in Sarasota
- Sarasota Hotels
- Houseboats in Sarasota
- Inns in Sarasota
- Motels in Sarasota
- Rv Parks in Sarasota
- Resorts in Sarasota
- Town Houses in Sarasota
- Villas in Sarasota
- Farmstay in Longboat Key
- Apartments in Longboat Key
- Cabins in Longboat Key
- Condo Resorts in Longboat Key
- Condos in Longboat Key
- Cottages in Longboat Key
- Extended Stay Hotels in Longboat Key
- Holiday Park Resorts in Longboat Key
- Houseboats in Longboat Key
- Pousadas in Longboat Key
- Vacation Homes in Longboat Key
- Rv Parks in Longboat Key
- Resorts in Longboat Key
- Villas in Longboat Key






