Entire home
Canal Front with 30' Dock! Tiki Hut with TV, Bikes, Kayaks, Paddleboards, Beach!
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
4 bedrooms3 bathroomsSleeps 10163.9 sq m
Popular amenities
Explore the area

Marathon, FL
- Place, Crane Point Museum and Nature Center17 min walk
- Place, Florida Keys Country Club2 min drive
- Place, Sombrero Beach3 min drive
- Airport, Marathon, FL (MTH-Florida Keys Marathon)3 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Single Bunk Bed
Bedroom 5
1 Double Sofa Bed
3 bathrooms
Downstair Bathroom
Bathtub or shower · Bathtub · Toilet
Master
Toilet · Shower only
Upstair Hall Bathroom
Bathtub or shower · Bathtub · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Canal Front with 30' Dock! Tiki Hut with TV, Bikes, Kayaks, Paddleboards, Beach!
DOCKSIDE RETREAT is a 4 bedroom 3 bath canal front home that has a private pool, private dock, fish cleaning station, with a green light under the dock, two paddle boards, a kayak, four bikes, and a Tiki Hut for the ultimate Keys vacation! There are 4 parking spots for vehicles and one boat trailer (you cannot have more than one boat at this property). The kitchen and bathroom are well-stocked with everything you need and there's a neighborhood beach just down the street! Located at mile marker 55, in the heart of Marathon, Dockside Retreat is your perfect vacation spot!
There are lights inside the Tiki Hut so you can enjoy the space in the evening as well! There is a green light under the water at the dock. The house also has a pack n play, mattress, baby sheets, baby gate, high chair and booster seat! We provide hand soap, bath bar soap, dish soap, dishwashing detergent, laundry detergent, stain remover, bleach, kitchen sponge/scrubby, trash bags, TP, PT, basic kitchen/bath cleaner bath, pool/beach towels and all bed linens. We also provide two propane tanks for the grill.
This is a vacation rental and the entire home (half the duplex) and property are for the exclusive use of the guests. This property is unit 2. There are 4 bedrooms and 3 baths on each side. Each side has it's own pool/parking. We have a pin pad on the door and the code will be provided shortly before your arrival. The entire Unit 2, the pool, half the dock (no charge), and parking (4 spots) are available for the guest. The dock accommodates a 35 foot boat max. Each unit has one side of the dock for its private use. There is covered parking for two vehicles and additional parking for more cars and/or a boat trailer. There are 4 spots total -so 3 cars and one trailer max, or 4 cars. You cannot have two boats at this property.
As the property manager, I am available throughout your stay for any questions, needs, or recommendations. You will be able to call or text me directly, day and evening, 7 days a week! If I am needed at the property, I will certainly make myself available any time!
Angler's at Sombrero is a newer development on Sombrero Beach Road, just down the street from Sombrero Beach - a beautiful oceanfront beach! Sandy beaches are not common in the Keys, so it a real asset to have an oceanfront sandy beach just down the street! There is a sidewalk all along Sombrero Beach Road where you can bike, exercise, or walk to the beach! About two minutes from the grocery store (Publix and Winn Dixie), a minute or so from the beach, and less than 10 minutes from any of the amazing restaurants and activities in Marathon, the location is perfectly centrally located! Only an hour from Key West and about 20 minutes from Bahia Honda State Park, you can easily make day trips!
We recommend that you have a car during your stay in the Keys.
We provide TP, PT, hand, dish soap, bath bar soap, laundry pods, laundry detergent, trash bags, basic kitchen/bath cleaner, dishwasher detergent that should be enough to last a week. We also provide all the bed linens, baths, and pool/beach towels and two propane tanks.
It is mandatory that the guest manage their trash throughout their stay. A Pineapple Properties team member will take the cans to the street for pick up on trash days and also return them to the spot where they belong. You just need to ensure your trash is taken to the cans and does not pile up during your stay.
We do ask that you clean the grill to the best of your ability before you leave. Do you not use charcoal in the grill as it is a gas grill.
$45 Management Fee is Damage Insurance covering up to 3k in damages.
The pool can be heated or chilled for a fee of $ 125 per 7 days, plus tax and credit card fees as applicable. Prorated for longer stay.
There are lights inside the Tiki Hut so you can enjoy the space in the evening as well! There is a green light under the water at the dock. The house also has a pack n play, mattress, baby sheets, baby gate, high chair and booster seat! We provide hand soap, bath bar soap, dish soap, dishwashing detergent, laundry detergent, stain remover, bleach, kitchen sponge/scrubby, trash bags, TP, PT, basic kitchen/bath cleaner bath, pool/beach towels and all bed linens. We also provide two propane tanks for the grill.
This is a vacation rental and the entire home (half the duplex) and property are for the exclusive use of the guests. This property is unit 2. There are 4 bedrooms and 3 baths on each side. Each side has it's own pool/parking. We have a pin pad on the door and the code will be provided shortly before your arrival. The entire Unit 2, the pool, half the dock (no charge), and parking (4 spots) are available for the guest. The dock accommodates a 35 foot boat max. Each unit has one side of the dock for its private use. There is covered parking for two vehicles and additional parking for more cars and/or a boat trailer. There are 4 spots total -so 3 cars and one trailer max, or 4 cars. You cannot have two boats at this property.
As the property manager, I am available throughout your stay for any questions, needs, or recommendations. You will be able to call or text me directly, day and evening, 7 days a week! If I am needed at the property, I will certainly make myself available any time!
Angler's at Sombrero is a newer development on Sombrero Beach Road, just down the street from Sombrero Beach - a beautiful oceanfront beach! Sandy beaches are not common in the Keys, so it a real asset to have an oceanfront sandy beach just down the street! There is a sidewalk all along Sombrero Beach Road where you can bike, exercise, or walk to the beach! About two minutes from the grocery store (Publix and Winn Dixie), a minute or so from the beach, and less than 10 minutes from any of the amazing restaurants and activities in Marathon, the location is perfectly centrally located! Only an hour from Key West and about 20 minutes from Bahia Honda State Park, you can easily make day trips!
We recommend that you have a car during your stay in the Keys.
We provide TP, PT, hand, dish soap, bath bar soap, laundry pods, laundry detergent, trash bags, basic kitchen/bath cleaner, dishwasher detergent that should be enough to last a week. We also provide all the bed linens, baths, and pool/beach towels and two propane tanks.
It is mandatory that the guest manage their trash throughout their stay. A Pineapple Properties team member will take the cans to the street for pick up on trash days and also return them to the spot where they belong. You just need to ensure your trash is taken to the cans and does not pile up during your stay.
We do ask that you clean the grill to the best of your ability before you leave. Do you not use charcoal in the grill as it is a gas grill.
$45 Management Fee is Damage Insurance covering up to 3k in damages.
The pool can be heated or chilled for a fee of $ 125 per 7 days, plus tax and credit card fees as applicable. Prorated for longer stay.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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Canal Front with Dock, Private Pool, Huge Tiki Hut w/ TV, Bikes, Paddleboards!
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- Pool
- Kitchen
- Washing machine
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9.8 out of 10, Exceptional, (60 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
Children
Children allowed: ages 0–17
ALLOWED
Events
No events allowed
Pets
No 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 are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Marathon
Located in Marathon, this holiday home is on the waterfront. Crane Point Museum and Nature Center and Shady Palm Art Gallery are cultural highlights, and some of the area's activities can be experienced at Florida Keys Country Club and Captain Hooks Marina and Dive Center. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.

Marathon, FL
What's nearby
- Crane Point Museum and Nature Center - 17 min walk - 1.4 km
- Boot Key Harbor - 2 min drive - 1.4 km
- Florida Keys Country Club - 2 min drive - 1.7 km
- Sombrero Beach - 3 min drive - 2.4 km
- Seven Mile Bridge - 10 min drive - 11.2 km
Getting around
Restaurants
- McDonald's - 14 min walk
- Brass Monkey - 11 min walk
- Mr. Beans Books & Beans - 4 min drive
- Starbucks - 5 min drive
- Castaway Waterfront Restaurant & Sushi Bar - 6 min drive
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 window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
From a partner site
4 February 2026
Verified
10/10 Excellent
Juan R.
4 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Juan R.
Stayed 7 nights in Aug 2025
From a partner site
10/10 Excellent
Maria M.
27 May 2025
Beautiful stay!
Maria M.
Verified
10/10 Excellent
Jason S.
22 October 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Jason S.
Stayed 7 nights in Apr 2020
Verified
10/10 Excellent
Gillian E.
20 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great trip
Gillian E.
Stayed 7 nights in Aug 2022
From a partner site
10/10 Excellent
John T.
3 December 2025
Relaxing Spot close to everything
John T.
Verified
10/10 Excellent
Kim T.
5 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Kim T.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Shannon W.
21 January 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Little piece of island life
Shannon W.
Stayed 7 nights in Jan 2022
Verified
10/10 Excellent
Scott E.
27 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Scott E.
Stayed 7 nights in Sep 2025
Verified
10/10 Excellent
Kristen E.
20 November 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Visit
Kristen E.
Stayed 7 nights in Nov 2021
From a partner site
10/10 Excellent
Michael C.
6 March 2024
beautiful property
Michael C.
Verified
10/10 Excellent
George S.
1 September 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Love the pool and dock space is perfect. 28 ft boat
George S.
Stayed 7 nights in Aug 2021
From a partner site
10/10 Excellent
Kathy M.
18 February 2025
wonderful, warm, relaxing
Kathy M.
Verified
10/10 Excellent
Christy N.
10 July 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic rental
Christy N.
Stayed 7 nights in Jul 2021
Verified
10/10 Excellent
John G.
1 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a great time!
John G.
Stayed 7 nights in Apr 2023
Verified
10/10 Excellent
naivi m.
23 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great
naivi m.
Stayed 7 nights in Jul 2020
Verified
10/10 Excellent
Michelle M.
12 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location/Fabulous Home
Michelle M.
Stayed 7 nights in Feb 2022
Verified
10/10 Excellent
John S.
12 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Central Florida Keys Vacation Hub
John S.
Stayed 7 nights in Jan 2023
Verified
10/10 Excellent
Heather C.
13 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect week away with the family
Heather C.
Stayed 7 nights in Apr 2023
Verified
10/10 Excellent
james d.
14 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter break
james d.
Stayed 7 nights in Dec 2024
Verified
10/10 Excellent
Shawn S.
1 March 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great vacation!
Shawn S.
Stayed 7 nights in Feb 2020
From a partner site
10/10 Excellent
Robert R.
9 January 2024
This place is awesome! And so Well Equipped!
Robert R.
Verified
10/10 Excellent
Angela E.
31 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Angela E.
Stayed 7 nights in Jan 2023
Verified
10/10 Excellent
Verified traveller
26 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Property
Verified traveller
Stayed 7 nights in Dec 2022
From a partner site
10/10 Excellent
Elizabeth Z.
22 January 2024
A blast with bikes & kayaks
Elizabeth Z.
About the host
Hosted by Meredith Tracy, Pineapple Properties of the Florida Keys, 407.733.2128
Dockside Retreat, #247-2, is managed by Meredith Tracy, Pineapple Properties of the Florida Keys. 407.733.2128.
Meredith is a Property Manager and owns Pineapple Properties of the Florida Keys. She is thrilled to represent the owners. Meredith is a fifth-generation native Floridian, Meredith's first visit to the Florida Keys was 35 years ago when she was 18 years old. She went sport fishing with the legendary Captain Skip Bradeen in Islamorada, explored the islands from Key Largo to Key West, and was hooked! Meredith, her husband Barry, a realtor, and their children enjoyed vacationing in the keys for many years and after raising their family in Winter Park, Florida, Barry and Meredith moved here full time! She loves helping guests with personal recommendations of all her favorite spots to help make their vacation better than they ever imagined!
Meredith is a Property Manager and owns Pineapple Properties of the Florida Keys. She is thrilled to represent the owners. Meredith is a fifth-generation native Floridian, Meredith's first visit to the Florida Keys was 35 years ago when she was 18 years old. She went sport fishing with the legendary Captain Skip Bradeen in Islamorada, explored the islands from Key Largo to Key West, and was hooked! Meredith, her husband Barry, a realtor, and their children enjoyed vacationing in the keys for many years and after raising their family in Winter Park, Florida, Barry and Meredith moved here full time! She loves helping guests with personal recommendations of all her favorite spots to help make their vacation better than they ever imagined!
Premier Host
They consistently provide great experiences for their guests
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