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

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Radiant waterfront retreat with remarkable views, patio, tennis court, & grill provides amenities like a water park and a garden. Guests can connect to free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Entire home

139 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

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About this property

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

  • Step into your own slice of paradise at this sunlit, open-concept home overlooking the turquoise waters of the Florida Keys. With enchanting views from nearly every room, Tollgate Tides is the perfect retreat for a surf trip with friends, a romantic couples' getaway, or a family vacation by the shore.

    ⭐ 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 for kayaking, snorkeling, and beach picnics.
    • Windley Key Fossil Reef Geological State Park: Walk through ancient coral trails and enjoy prime birding.
    • 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: Spacious waterfront patio 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/island seating perfect for gathering.
    • Relaxation: End your day with a soak in the jetted tub or stream your favorite movies with HBO and Netflix.
    • Activities for all: Sneak in a tennis match on the shared courts, explore nearby state parks, or enjoy family 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)
    • Oceanfront views from balcony, deck & patio
    • Shared tennis courts
    • Jetted tub for ultimate relaxation
    • Fully equipped kitchen with wine fridge
    • Private washer/dryer & central AC
    • Snowbird-friendly for extended stays

    ✨ 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 make unforgettable Florida Keys memories.

    Things to Know
    Check-in time: 4:00 PM
    Check-out time: 10:00 AM
    All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM
    No smoking is permitted anywhere on the premises.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Coin laundry
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Water park
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,496 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Children allowed

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Located in Matecumbe, a neighborhood in Islamorada, this vacation 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 Florida Keys Brewing Company. Discover the area's water adventures with jet skiing, kayaking, and scuba diving nearby, or enjoy the great outdoors with ecotours. Visit our Islamorada travel guide
View more Vacation Homes in Islamorada
Map
FL, Islamorada

What's nearby

  • Anne's Beach
    Anne's Beach
    9 min walk - 0.8 km
  • Islamorada_BudnMarysDiveCenter_6069243-0004
    Bud n' Mary's Dive Center
    9 min drive - 12.3 km
  • Florida Keys Brewing Co.
    Florida Keys Brewing Co.
    12 min drive - 15.6 km
  • Sunset Drive Beach
    6 min walk - 0.6 km
  • Robbie’s of Islamorada
    6 min drive - 7.3 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?

Onsite 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?

Check-out is at 10:00 AM.

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

Located in Matecumbe, this vacation 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.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens 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

Cleanliness

9.0

Location

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