Apartment in Siesta Key, FL
6 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this apartment rental
The Anchorage Resort on Siesta Key - includes resort amenity access!
Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.
Anchorage Resort Condo
2 bedrooms / 2 bathrooms
Spacious Balcony overlooking Northern Siesta Key
Second Floor Condo in the peaceful treetops
Fully equipped Kitchen with seating for 6 at the dining table
Beach Supplies include- Chairs, Cooler, Raft/Float Items, Beach Towels
Community Pool- Largest pool on the Key!
Gated Community
Siesta Key Trolley- free pickup in front of the resort entrance
Private Beach access to Crescent Beach across the street
Desk & Chair
25-year minimum age to rent restriction
BEDROOMS (Second Floor Condo)
Bedroom 1: One King Bed (Attached Bathroom) 55" Smart TV
Bedroom 2: Two Queen Beds
* Sleeper Sofa in Living Room *
Pool Information:
- Community Pool
- Heated
Resort Parking Rules:
The resort allows a maximum of 2 cars.
Vehicles must be registered with the front office during office hours
HOA Rules:
* No Hanging Towels over the Balcony
* Lead guest must be age 25 or older. ID is checked upon registration at the resort.
* January 1- April 16 Rentals are 7 nights, beginning and ending on Saturday only
* No Pets Allowed
The Anchorage Resort Amenity Access Included with Rental:
* Olympic-Size pool
* 3 Lighted Tennis/Pickleball Courts
* Shuffleboard
* Community BBQ area
* Individual Picnic areas along the Canal/Intracoastal Waterway
* Exercise Room
* Bike & Kayak Racks (subject to availability)
* Boat Dock/Seawall
* Coin-Operated Washer/Dryer on Each Floor
Distances from Resort to Shopping & Attractions:
* Daiquiri Deck South Siesta Key- 5-minute walk across the street
* Crescent Beach Private Beach Access- 7-minute walk across the street
* Toasted Mango Cafe - 9-minute walk
* Siesta Key Watersports - .6 mile
* Siesta Key Village- 2.7 (trolley stop)
* Publix at Sarasota Pavilion- 1.4 miles
* Marie Selby Botanical Gardens - 6 miles
* Sarasota Bradenton Airport (SRQ) - 11 miles
Why Choose this Rental?
- Professionally managed to serve all your needs
- Management company has over 26 years of experience hosting well over 200,000 families
- Go straight to your rental with online email check-in
- 24/7 on-call maintenance
- Free On-Site Parking
- Smoke-free and pet-free for your comfort
- Towels and linens are provided
- Complimentary WiFi
Our Starter Welcome packet supplies:
- 2 rolls toilet paper per bathroom
- 1 hotel-size bar soap per bathroom
- 1 hotel-size shampoo/conditioner per full bathroom
- 1 roll paper towel
- 2 packet dishwasher detergent
- Size 13-gallon Trash bags
Any supplies beyond this are up to the guest to replenish, we do not restock these items.
This is an industry-standard practice.
FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)
We will collect a $1,500 deposit.
Balance is due 60 days prior to arrival
If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded.
If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit.
No cancellation or modification 60 days or less prior to arrival.
Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.
Anchorage Resort Condo
2 bedrooms / 2 bathrooms
Spacious Balcony overlooking Northern Siesta Key
Second Floor Condo in the peaceful treetops
Fully equipped Kitchen with seating for 6 at the dining table
Beach Supplies include- Chairs, Cooler, Raft/Float Items, Beach Towels
Community Pool- Largest pool on the Key!
Gated Community
Siesta Key Trolley- free pickup in front of the resort entrance
Private Beach access to Crescent Beach across the street
Desk & Chair
25-year minimum age to rent restriction
BEDROOMS (Second Floor Condo)
Bedroom 1: One King Bed (Attached Bathroom) 55" Smart TV
Bedroom 2: Two Queen Beds
* Sleeper Sofa in Living Room *
Pool Information:
- Community Pool
- Heated
Resort Parking Rules:
The resort allows a maximum of 2 cars.
Vehicles must be registered with the front office during office hours
HOA Rules:
* No Hanging Towels over the Balcony
* Lead guest must be age 25 or older. ID is checked upon registration at the resort.
* January 1- April 16 Rentals are 7 nights, beginning and ending on Saturday only
* No Pets Allowed
The Anchorage Resort Amenity Access Included with Rental:
* Olympic-Size pool
* 3 Lighted Tennis/Pickleball Courts
* Shuffleboard
* Community BBQ area
* Individual Picnic areas along the Canal/Intracoastal Waterway
* Exercise Room
* Bike & Kayak Racks (subject to availability)
* Boat Dock/Seawall
* Coin-Operated Washer/Dryer on Each Floor
Distances from Resort to Shopping & Attractions:
* Daiquiri Deck South Siesta Key- 5-minute walk across the street
* Crescent Beach Private Beach Access- 7-minute walk across the street
* Toasted Mango Cafe - 9-minute walk
* Siesta Key Watersports - .6 mile
* Siesta Key Village- 2.7 (trolley stop)
* Publix at Sarasota Pavilion- 1.4 miles
* Marie Selby Botanical Gardens - 6 miles
* Sarasota Bradenton Airport (SRQ) - 11 miles
Why Choose this Rental?
- Professionally managed to serve all your needs
- Management company has over 26 years of experience hosting well over 200,000 families
- Go straight to your rental with online email check-in
- 24/7 on-call maintenance
- Free On-Site Parking
- Smoke-free and pet-free for your comfort
- Towels and linens are provided
- Complimentary WiFi
Our Starter Welcome packet supplies:
- 2 rolls toilet paper per bathroom
- 1 hotel-size bar soap per bathroom
- 1 hotel-size shampoo/conditioner per full bathroom
- 1 roll paper towel
- 2 packet dishwasher detergent
- Size 13-gallon Trash bags
Any supplies beyond this are up to the guest to replenish, we do not restock these items.
This is an industry-standard practice.
FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)
We will collect a $1,500 deposit.
Balance is due 60 days prior to arrival
If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded.
If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit.
No cancellation or modification 60 days or less prior to arrival.
Amenities at Anchorage Resort 2 Bedroom Condo 2nd Floor, Community Pool
Non-smoking
No pets allowed
Family friendly
Map of Siesta Key, FL
Ratings and reviews
10 / 10Outstanding·Jul 2025
Condo was as described. Great being on the side of the building away from the street because it is quieter. Spent a lot of time at the gorgeous pool. Beds were comfy and the kitchen had plenty of dishes and utensils to cook with. We have stayed at 3 units in the Anchorage over the last 20 years.. one of them many times. This one was good for us and will likely be a destination for us in the future. Only complaint was the that floors made the soles of our feet black. Didn’t feel or look dirty, the condo was quite clean overall, but somehow the floor made our feet dirty. Maybe some deep cleaning with more than just a mop would help. There was also a slight inconvenience with workers installing new glass in many of the units. I know that units rented directly through the Anchorage received a discount for the noises during the day, but unfortunately we didn’t get that. Otherwise we had a great stay.
10 / 10Outstanding·May 2023
We loved our stay here!! Amazing location, great pool! It was so helpful having a wagon with beach toys available to use, our 5 year old loved it! The only comment we had to make is the floor was a bit dirty as in turned the bottoms of our feet black! We mostly wore flip flops which wasn’t a big issue. Thanks for the great stay!
10 / 10Outstanding·Apr 2023
We loved our stay at the Anchorage 202! Great amenities in the condo and close walk to restaurants and shops.
6 / 10Average·Aug 2025
Pros- good location and proximity to beach- good size unit for a family vacation - great amenities on the property Cons- Cold showers - little to no hot water at shower. The hot water was working at the kitchen sink though?!?- Low water pressure in showers- AC can't keep up - suite runs very hot through the day - reaches 80-82F inside - very uncomfortable.- Dishwasher very loud - can't run when sleeping. Have to run after dinner but then it interrupts family time.- One rack in stove limits how much to bake / cook for dinner- no in suite laundry - laundry is communal - 3 per load - I have never seen this in a vacation rental.- blood stains on bedroom quilt. Shows lack of detail to cleaning and maintenance in the unit.- Property manager makes you sign a contract before providing a code to the unit even though you already paid for it through VRBO.
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Top rated by guests
8.6Excellent
(14 Ratings)
"Condo was as described. Great being on the side of the building away from the street because it is quieter. Spent a lot of time at the gorgeous pool. Beds were comfy and the kitchen had plenty of ..."
Adam D.Don't miss out! Price and availability may change
