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Radiant waterfront retreat with remarkable views, patio, tennis court, & grill

Photo gallery for Radiant waterfront retreat with remarkable views, patio, tennis court, & grill

Property grounds
Living area
Pool
Terrace/patio
Living area

Reviews

9.4 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Anne's Beach
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Balcony

Explore the area

View map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪6 min walk‬
  • Place, Anne's Beach
    ‪9 min walk‬
  • Place, Robbie’s of Islamorada
    ‪6 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪33 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom_1

1 King Bed

Bedroom_2

1 King Bed

2 bathrooms

Bathroom_1

Toilet · Shower only

Bathroom_2

Toilet · Shower only

Spaces

Kitchen
Balcony
Garden
Dining area

About this property

Radiant waterfront retreat with remarkable views, patio, tennis court, & grill

✨ Tollgate Tides blends comfort and adventure in one perfect waterfront escape. Whether you're here for fishing, snorkeling, sunset cruises, or simply soaking up the tropical vibe, you'll find everything you need to create unforgettable Florida Keys memories.

⭐ Location Highlights
Robbie's of Islamorada (10 miles): Feed the famous tarpon, book a fishing charter, or browse local artisan shops.
Long Key State Park (10 miles): A must‑visit for kayaking, snorkeling, and beach picnics.
Windley Key Fossil Reef Geological State Park: Walk through ancient coral trails and enjoy prime birdwatching.
Local seafood dining: Savor the catch of the day at waterfront restaurants or take a sunset cruise for unforgettable views.

🏡 Why You'll Love It
Outdoor living — A spacious waterfront patio perfect for grilling your fresh catch, alfresco dining, or simply soaking in the coastal breeze.
Gourmet kitchen — Fully equipped with stainless steel appliances, a wine fridge, and bar seating ideal for gathering.
Relaxation spaces — Unwind with a soak in the jetted tub or stream your favorite movies with HBO and Netflix.
Activities for all — Explore nearby state parks or spend quality time with games in the living area.
Everyday comforts — Private washer/dryer, central AC, and wide‑clearance access for ease of mobility.

🌴 Amenities at a Glance
High‑speed internet + streaming (HBO & Netflix)
Water views from balcony, deck & patio
Jetted tub for ultimate relaxation
Fully equipped kitchen with a wine fridge
Private washer/dryer & central AC
Snowbird‑friendly for extended stays

​​​​​​​Things to Know
Check‑in: 4:00 PM
Check‑out: 10:00 AM
All guests must abide by the Good Neighbor Policy and refrain from illegal activity.
Quiet hours: 10:00 PM – 8:00 AM
No smoking anywhere on the premises.

🚤 Boat Dock Availability
Please note that the boat dock is currently unavailable for guest use. We'll update this listing as soon as access becomes available again.

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"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"
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  • Ocean view
  • Kitchen
  • Washing machine
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10.0 out of 10, Exceptional, (20 reviews)
"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Children allowed
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5183593vb
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 a carbon monoxide detector 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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Islamorada

Located in Matecumbe, a neighbourhood in Islamorada, this holiday home is near theme parks and on the waterfront. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours.
View more Holiday homes in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 6 min walk - 0.6 km
  • Anne's Beach - 9 min walk - 0.8 km
  • Robbie’s of Islamorada - 6 min drive - 7.3 km
  • Bud n' Mary's Dive Center - 9 min drive - 12.3 km
  • Florida Keys Brewing Co. - 12 min drive - 15.6 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 28 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬5 min drive
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬8 min drive
  • ‪Habanos Oceanfront Dining - ‬4 min walk
  • ‪The Florida Boy Bar And Grill - ‬8 min drive

Frequently asked questions

Is Radiant waterfront retreat with remarkable views, patio, tennis court, & grill pet-friendly?

No, pets are not allowed at this property.

How much is parking at Radiant waterfront retreat with remarkable views, patio, tennis court, & grill?

On-site parking is available at the property.

What time is check-in at Radiant waterfront retreat with remarkable views, patio, tennis court, & grill?

Check-in begins at 4:00 PM.

What time is check-out at Radiant waterfront retreat with remarkable views, patio, tennis court, & grill?

Checkout is at 10:00 AM.

Where is Radiant waterfront retreat with remarkable views, patio, tennis court, & grill located?

Located in Matecumbe, this holiday home is within a 5-minute walk of Anne's Beach and Sunset Drive Beach. San Pedro Underwater Archaeological Preserve State Park is 2.7 mi (4.4 km) away.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

9.0/10

Check-in

8.0/10

Communication

9.0/10

Location

9.0/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

A perfect home in a perfect location.

The home was recently totally renovated. Each room was clean and uncluttered. The huge kitchen enabled us to enjoy most meals right at home and the outside deck was perfect for al fresco dining. Living right in the canal gave us picturesque views each day. I would highly recommend Tollgate Tides to folks seeking all the comforts of home in paradise.
Verified

8/10 Good

Mary W.

Liked: Cleanliness, check-in, location, listing accuracy
This vacation rental was beautiful. The interior was recently remodeled and very comfortable, with the exception of the couch, which was huge and uncomfortable and almost the only place to sit in the great room. With the new hurricane windows and doors it was very quiet indoors. Updated "Smart" features are everywhere and were quite a bit smarter than us! An instruction booklet would have been appreciated.The screened in Lanai was large and wonderful. This property is located on a small canal and we were fortunate that most of the neighbors were not home so it was pretty quiet for most of the time. It might get noisy if more neighbors were home. The Overseas highway is pretty close, so road noise is somewhat constant (probably true of many places in the Keys) but we became used to it.There was no tennis court that we could find (not a problem for us) and not sure about what makes the views remarkable.Within walking distance is a nice boardwalk park/picnic area called Anne's Beach (right on the Overseas highway) with great ocean views. The Channel #2 bridge is also within walking distance and is a favorite fishing spot.Sandy swimming beaches are hard to find in the Keys but we discovered one on Marathon Key (Sombrero Beach) and a large one on Bahia Honda. Both areas are a bit of a drive away.This was a great Keys location and a very nice rental!
Stayed 30 nights in Mar 2026
Verified

10/10 Excellent

Scott O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 30 nights in Mar 2025

About the host

Hosted by Seven Keys Vacations by Casago

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Seven Keys Vacations by Casago
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