Entire home

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

Beachfront holiday home for sun and fun

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

Property grounds
Living area
Pool
Property grounds
Living area

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 61496 sq ft

Popular amenities

  • Parking available
  • Beach view
  • Dryer
  • Air conditioning
  • Washer
  • Outdoor space

Explore the area

View in a map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪5 min walk‬
  • Place, Anne's Beach
    ‪8 min walk‬
  • Place, Fiesta Key
    ‪7 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Living room

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

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

Tollgate Tides

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

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 Vacasa's 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.

Parking notes: There is free parking available for 4 vehicles.

Security camera details: Facing front of home



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Beach view

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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
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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
Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.

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 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 on the beach, this holiday home is in Matecumbe, a neighbourhood in Islamorada. San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Long Key State Park and Windley Key Fossil Reef Geological State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 5 min walk - 0.4 km
  • Anne's Beach - 8 min walk - 0.7 km
  • Robbie’s of Islamorada - 6 min drive - 7.7 km
  • Fiesta Key - 7 min drive - 8.3 km
  • Bud n' Mary's Dive Center - 10 min drive - 12.6 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
  • ‪The Galley - ‬6 min walk
  • ‪Fiesta Key RV Resort Bar - ‬6 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.

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?

Nestled on the beach, this Matecumbe 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

10

Exceptional

10/10

Cleanliness

8.0/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

10/10 Excellent

Scott O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 30 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

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.

About the host

Hosted by Vacasa of Florida

Host profile image

Languages:

English, French, German, Italian, Spanish