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Siesta Key Cottage Rentals
We offer Cottage Rentals: Book your Cottages securely here and save!
Stay steps from the sand in a Siesta Key Beachfront Cottage designed for convenience, coastal style, and those perfect Gulf sunsets — ideal for couples, families, and anyone who wants a seamless beach getaway.
Vacation Rentals by Owner in Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to stay in .
To book a selected property, follow the "Search Availability" button or "View Rental" for Pricing & Rates, which will take you directly on our partner website. All bookings are securely completed on our partner websites.
Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!
**PLEASE do NOT request to book before contacting hosts. USE "Contact Host button" (blue letters under book now button - scroll down) BEFORE requesting to book so we can assure this special spot is a good fit for you.**
*NO dogs over 20 pounds and ONE dog only. NO more than 2 guests with ONE car.*
LOCATION!! Just steps to beach access #7 and a block from Siesta Village. CUTE one story "fishing cottage" takes you back to "the old Key" with a private Key West style courtyard with swing and .......
10.0 Star Review
1 Bedrooms
- Sleeps 2
Siesta Key Vacation Rental
Pet Friendly 
Cabana Cottage Across street from Beach and Heated Pool
The Cabana is small but mighty! A fully equipped kitchen complete with granite countertops, and a breakfast bar, with all of the comforts of home.
The master bedroom has a King size Serta ICOMFORT Memory Foam Gel bed with a flat screen TV, and an attached European Rain shower bath. The second bedroom is two, twin Serta ICOMFORT Memory Foam Gel beds with a flat screen TV. The second tub/shower bathroom is off the kitchen area. Living room and dining areas are combined, equipped with 65 flat sc.......
10.0 Star Review
2 Bedrooms
- Sleeps 4
Siesta Key Vacation Rental
Pet Friendly
Lookout Cottage Across street from Beach and Heated Pool
This upstairs suite has a tiny glimpse of the Gulf of Mexico between the two homes across the street from the roomy balcony. This bright, airy unit makes you feel at home.
The tub/shower bath is directly off the fully equipped kitchen. The bedroom hosts a King Serta ICOMFORT Memory Foam Gel bed, also a flat screen TV in the master bedroom. The living-dining rooms are combined and have comfortable overstuffed denim slipcovered couch and a Stressless chair to enjoy, along with a 55 flat-screen .......
Nook Cottage Across street from beach and Heated Pool
This is a ground floor, one bedroom, one bath unit with King-size Serta ICOMFORT CF 3000 Memory Foam Gel Series bed in the master and full bath off of the bedroom, ensuite. Large walk-in tile shower with glass enclosure.
The Nook features a fully equipped kitchen with granite counter tops and cozy dining area and beach chic laminate wood flooring throughout. This unit is naturally bright and spacious, with white-washed tongue and groove accent walls. Enjoy a flat screen, 55 inch TV in Living,.......
10.0 Star Review
1 Bedrooms
- Sleeps 2
Siesta Key Vacation Rental
Pet Friendly
Haven cottage Across street from beach and Heated Pool
This suite is ground level, just a few steps from pool-side. This roomy and bright unit with all tile floors on the diagonal, has a combined living and dining area, with an open-air balcony off the living room with a 6-foot sliding glass door.
The leather couch adds to the comfort while watching the 65" flat screen TV with Blu-ray player. A fully equipped kitchen with granite counter tops and breakfast bar, have all the comforts of home. The master bedroom includes a Serta ICOMFORT Memory Foa.......
Nest Cottage Across street from beach and Heated Pool
Upstairs with its own stairway off the pool area, this suite feels like a tree house. There are about 15 stairs, with a nice landing halfway, to reach your destination. This roomy unit has a combined living and dining area, with an open-air balcony off the living room with a 6-foot sliding glass door.
The overstuffed denim, slipcovered couch and a stressless chair adds to the comfort while watching the 65 flat screen TV with DVD player. A fully equipped kitchen has all the comforts of home. T.......
Cozy Cottage with Hot Tub
Take it easy at this unique and tranquil getaway. Equipped with all the essentials for a beach vacation all you will need is sunscreen and bathing suits! You are just a few minute walk to the Village with night life and great restaurants. If you are looking for more space there is also a 3 bedroom 3 bath house that neighbors this Cottage that can be rented by itself. Or if you need both we can arrange this as well just inquire and we will see if we have both open!.......
Location. 3 bedroom cottage block from beach and two blocks from Siesta Village
Location, location, location. Our charming 3-bedroom 2 bath Florida beach cottage, which is over 1000 feet and sleeps 6, which we call the “Manatee Cottage” is across the street from the soft, white sands of the world-famous Siesta Beach which is consistently rated the best beach in the United States (you will be a 5 minute walk from access 7). Enjoy the amazing sunsets each night of your stay without the hassles of traffic, parking and crowds.
You will also be 2 blocks from Siesta .......
9.6 Star Review
3 Bedrooms
- Sleeps 6
Siesta Key Vacation Rental
Pet Friendly
Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village
Location, location, location. Our charming 1 bedroom, 1 bath Florida beach cottage which is over 800 sq. feet and sleeps 2 which we call the "Dolphin Cottage" is across the street from the soft white sand of the world famous Siesta Key Beach which is consistently rated the best beach in the United States (you will be a 5 minutes walk from Access 7). Enjoy the amazing sunsets each night of your stay without the hassles of traffic, parking, and crowds.
You will also be 2 blocks from Siest.......
9.8 Star Review
1 Bedrooms
- Sleeps 2
Siesta Key Vacation Rental
Pet Friendly
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Summary:
*Siesta Key elevated villa at Solitude Suites on Siesta Key.
*Your own detached private villa, located in a small resort.
*Waterfront resort w/ FREE pool, kayaks, stand up paddle boards & Tiki Hut.
* Just a 10-12 min walk to award winning beach.
*1 Bedroom w/King bed.
*1 full bathroom w/shower.
*Large kitchen, open living room, fully furnished inc towels & linens.
*Private screened lanai w/ table & chairs.
*Beautiful shared pool w/ sun shelf & waterfall.<.......
Exquisite Small Cottage Minutes to Siesta Key
Very upscale, full kitchen with granite counter, double bed, indoor + outdoor dining for four, Weber grill, wood deck, hammock, porch, Adirondack chairs. Drive in gated 1/4 acre lot, six foot privacy fence. Smart TV, Bluetooth sound bar. Internet. GE Advantium Oven, Induction Cooking surface, Air Fryer, very high end knives ,cookware, etc. Wine and champagne flutes. Keurig w/pods. Hotel quality linens and towels. Beach chairs, beach towels and cooler. Utter privacy in a very cool "Tiny House"
Across The Street From #1 Beach
The Siesta Key Beach Cottage is located right on Beach Rd directly across the street from the #1 Beach in the USA. Walk out the front door and walk across the street to beach access #7 and you are on the white powder Beach of Siesta Key. You can look out the front window and see the Beach Access #7 sign.
If your looking for some lunch after a day at the beach walk out the front door of The Siesta Key Beach Cottage and head right up to the Village. There you will find any type of food yo.......
10.0 Star Review
1 Bedrooms
- Sleeps 2
Siesta Key Vacation Rental
Pet Friendly
Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.
New Enchanted Cottage with tongue and groove wood cathedral ceilings, white wood floors, marble and tile bath, new appliances including washer, dryer, dishwasher, microwave located on two beautifully landscaped acres on the Beach. Big glass sliding doors to enjoy view of gardens. Koi ponds with waterfalls, many different tropical fruit trees and citrus. On Beach, swimming, surf casting, watch sunsets, porpoises or just relax. Rental of bikes, boats, Kayaks in town, We rent Saturday to Saturday.......
9.4 Star Review
1 Bedrooms
- Sleeps 2
Siesta Key Vacation Rental
Pet Friendly