Entire home
Coastal Getaway | Pool, Hot Tub | Near SK Beach & Village | Resort-Style Outdoor Living + Dock
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Reviews
10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6119.7 sq m
Popular amenities
Explore the area

Siesta Key, FL
- Place, Siesta Key Farmers Market8 min walk
- Place, Siesta Key Beach8 min walk
- Place, Irma Beach2 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)28 min drive
Rooms & beds
2 bedrooms (sleeps 6)
bedroom
1 Queen Sofa Bed
Guest
1 Queen Bed
Master
1 King Bed
2 bathrooms
bathroom
bathroom
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
Coastal Getaway | Pool, Hot Tub | Near SK Beach & Village | Resort-Style Outdoor Living + Dock
Welcome to The Dockside Getaway on Siesta Key!
A sun-filled, high-end retreat that combines indoor elegance with outdoor bliss. This upscale, canal-access property is perfect for families, seasonal visitors, or couples looking to experience Sarasota’s most iconic island in laid-back luxury.
LOCATION HIGHLIGHTS:
- Minutes to Siesta Key Village for restaurants, shops, and bars
- Short distance to Siesta Key Beach with powder-soft white sand and turquoise water
- Quiet residential neighborhood for peaceful escapes
- Easy access to canal for boating, paddleboarding, or kayaking
PROPERTY FEATURES:
- 2 bedroom/ 2-bath canal-access retreat (1300 sq ft)
- Private, heated pool with sun shelf and lounge seating, partially fenced yard (note: Pool Heat is extra)
- Pet friendly: 1 small dog allowed with prior approval and fee
- Covered outdoor lounge with dining, seating, and smart TV
- Front patio shaded for coffee or cocktails
- Private dock across the street
- Washer and dryer
- Ring doorbell for added security
LIVING ROOM:
- Indoor elegant space with high-end furnishings, couch doubles as a sofa bed
- Open layout connecting to outdoor lounge
- Smart TV and streaming capabilities (just need your log in), dedicated wifi
KITCHEN AND DINING:
- Fully equipped kitchen with modern appliances
- Dining table seats 4 plus 1 more seat at the bar
- Access to outdoor dining in covered lounge, seats 6
BEDROOMS AND BATHROOMS:
- Master bedroom: king bed, wall-mounted TV and ensuite bathroom
- Master ensuite bathroom: walk-in shower and updated vanity
- Guest bedroom: queen bed, with work desk
- Guest bathroom: walk-in shower, vanity with big mirror
EXTRA PERKS:
- Complimentary beach items provided: a couple of beach chairs, a beach wagon, beach umbrella and beach towels
LOCAL FAVORITES:
- Siesta Key Village with shops, bars, and dining
- Siesta Key Beach
- Nearby outdoor activities like boating, paddleboarding, and kayaking
IMPORTANT INFO:
- No smoking anywhere on property
- No parties or events, please respect the quiet residential neighborhood
- Pool heat optional at an extra cost
MAKE MEMORIES THAT LAST A LIFETIME ON SIESTA KEY. BOOK YOUR PERFECT VACATION TODAY!
All pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.
IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
A sun-filled, high-end retreat that combines indoor elegance with outdoor bliss. This upscale, canal-access property is perfect for families, seasonal visitors, or couples looking to experience Sarasota’s most iconic island in laid-back luxury.
LOCATION HIGHLIGHTS:
- Minutes to Siesta Key Village for restaurants, shops, and bars
- Short distance to Siesta Key Beach with powder-soft white sand and turquoise water
- Quiet residential neighborhood for peaceful escapes
- Easy access to canal for boating, paddleboarding, or kayaking
PROPERTY FEATURES:
- 2 bedroom/ 2-bath canal-access retreat (1300 sq ft)
- Private, heated pool with sun shelf and lounge seating, partially fenced yard (note: Pool Heat is extra)
- Pet friendly: 1 small dog allowed with prior approval and fee
- Covered outdoor lounge with dining, seating, and smart TV
- Front patio shaded for coffee or cocktails
- Private dock across the street
- Washer and dryer
- Ring doorbell for added security
LIVING ROOM:
- Indoor elegant space with high-end furnishings, couch doubles as a sofa bed
- Open layout connecting to outdoor lounge
- Smart TV and streaming capabilities (just need your log in), dedicated wifi
KITCHEN AND DINING:
- Fully equipped kitchen with modern appliances
- Dining table seats 4 plus 1 more seat at the bar
- Access to outdoor dining in covered lounge, seats 6
BEDROOMS AND BATHROOMS:
- Master bedroom: king bed, wall-mounted TV and ensuite bathroom
- Master ensuite bathroom: walk-in shower and updated vanity
- Guest bedroom: queen bed, with work desk
- Guest bathroom: walk-in shower, vanity with big mirror
EXTRA PERKS:
- Complimentary beach items provided: a couple of beach chairs, a beach wagon, beach umbrella and beach towels
LOCAL FAVORITES:
- Siesta Key Village with shops, bars, and dining
- Siesta Key Beach
- Nearby outdoor activities like boating, paddleboarding, and kayaking
IMPORTANT INFO:
- No smoking anywhere on property
- No parties or events, please respect the quiet residential neighborhood
- Pool heat optional at an extra cost
MAKE MEMORIES THAT LAST A LIFETIME ON SIESTA KEY. BOOK YOUR PERFECT VACATION TODAY!
All pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.
IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is no carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Siesta Key
Located in Siesta Key, this holiday home is in the city centre and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Discover the area's water adventures with jet skiing, snorkelling and sailing nearby, or enjoy the great outdoors with cycling.

Siesta Key, FL
What's nearby
- Siesta Key Farmers Market - 8 min walk - 0.7 km
- Siesta Key Beach - 8 min walk - 0.7 km
- Siesta Key Beach Playground - 20 min walk - 1.7 km
- Irma Beach - 2 min drive - 1.8 km
- St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.1 km
Getting around
Restaurants
- Siesta Beach Pavilion - 3 min drive
- Siesta Key Snack Bar - 3 min drive
- Circle K - 11 min walk
- Gilligan's Island Bar & Grill - 10 min walk
- Sun Garden Cafe - 8 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new windowReviews
This review is from a guest who booked and stayed through a partner site and can't be verified.
2 January 2026
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Bill W.
3 November 2025
Wonderful location
Bill W.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Mindy S.
16 August 2025
Relaxing Family Vacation
Mindy S.
About the host
Hosted by Owner / Property Manager
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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