Entire home

Oceanfront 2 Homes | Private Beach & Pool | 3 Acre

Photo gallery for Oceanfront 2 Homes | Private Beach & Pool | 3 Acre

A beach with thatched-roof structures, palm trees, and a clear view of the ocean. - Oceanfront 2 Homes | Private Beach & Pool | 3 Acre (Islamorada)
Property video
A bedroom with a large bed, a vanity, a TV, and a balcony with a view of the ocean. - Oceanfront 2 Homes | Private Beach & Pool | 3 Acre (Islamorada)
A modern living room with a white sofa, a glass coffee table, and a view of the ocean through large windows. - Oceanfront 2 Homes | Private Beach & Pool | 3 Acre (Islamorada)
A modern living room with a fireplace, grey armchairs, and a large window overlooking the ocean. - Oceanfront 2 Homes | Private Beach & Pool | 3 Acre (Islamorada)
A garden, a playground, and laundry facilities are just a few of the amenities provided at Oceanfront 2 Homes | Private Beach & Pool | 3 Acre. With amenities like a beachfront location and sun loungers, this vacation home is the perfect place to soak up the sun. Stay connected with free in-room WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices), and guests can find other amenities such as a gym.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 82000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Add dates for prices

About this property

Oceanfront 2 Homes | Private Beach & Pool | 3 Acre

  • Welcome to Oasis4rent!



    Escape to 2.75 acres of private oceanfront paradise in the heart of Islamorada. Two beautifully appointed homes sit directly on the Atlantic with 200 feet of sandy beachfront, a heated saltwater infinity pool, and views of Alligator Reef Light on the horizon.



    The Property



    Main House: 1 king bedroom (Tempurpedic adjustable), 1.5 baths, full kitchen, wrap-around porch



    Guest House: 2 bedrooms (queen + queen/full), 1 bath, full kitchen, ocean-view living room



    Sleeps up to 8 guests across 3 bedrooms and 4 beds



    What Makes This Special



    Private sandy beach — swim, kayak, or paddleboard from your backyard



    Heated saltwater infinity pool with unobstructed Atlantic views



    100+ palm trees, 60+ lit at night — the Keys' most stunning evening ambiance



    6 high-end bikes for exploring Upper Matecumbe



    4 kayaks, 2 paddleboards, bocce ball, and cornhole



    Tesla and NEMA 14-50 EV charger



    Enterprise-grade Wi-Fi covering the entire estate



    Gated entrance for complete privacy



    The Location

    Walk or bike to Italian Food Company, Bayside Gourmet, local breweries, and art galleries. Less than a mile from Publix. World-class fishing, snorkeling, and diving charters depart from nearby marinas.

    Pet-Friendly — Dogs welcome ($350 fee). They will love the fenced, grassy yard.

    Coffee on the porch at sunrise. Dolphins passing just offshore. Margaritas by the pool at sunset. This is why it is called The Oasis.

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Outdoor shower
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: On entire estate

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Gym
  • Heated pool
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Water skiing nearby
  • Water tubing 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)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Bicycles
  • Electric car charging station
  • Garden
  • Unit size: 2,000 square feet

Similar properties

A beach with palm trees and lounge chairs.
Chesapeake Beach Resort
Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
9.4 out of 10, Exceptional, 1,796 reviews
$175 nightly
The price is $197
Oct 26 - Oct 27
Total with taxes and fees
Chesapeake Beach Resort
Compare similar properties

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

Check-out instructions

The host requires you complete the following before checking out:
Lock the doors
Failure to complete these may result in a negative review from the host.

Rules

Guest is required to sign Renter Agreement for booking to be finalized. No smoking.
Security Deposit required.
Weddings, parties, or any such event is not permissible on the property.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)
Note from host: Up to 2 dogs 50# max, $350 fee

Children and extra beds

Children are welcome
Note from host: Pool has no fence & home is not child-proofed Poo…

Events

No events allowed

Smoking

Smoking is not permitted
On entire estate

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
Property Registration Number 24-0120

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Located on the beach, this vacation home is in Matecumbe, a neighborhood in Islamorada. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. 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. Visit our Islamorada travel guide
View more Vacation Homes in Islamorada
Map
Islamorada, FL

What's nearby

  • A building with a blue facade, a large mural of a diving scene, and a statue of a diver.
    History of Diving Museum
    12 min walk - 0.7 miles
  • A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.
    Florida Keys Brewing Co.
    1 min drive - 1.3 miles
  • Islamorada Brewery & Distillery
    7 min walk - 0.4 miles
  • beach near Islamorada
    12 min walk - 0.7 miles
  • Lorelei Restaurant & Cabana Bar
    16 min walk - 0.9 miles

Getting around

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

Restaurants

  • Lorelei Restaurant & Cabana Bar
    15 min walk
  • Wahoo's Bar & Grill
    2 min drive
  • Wendy's
    11 min walk
  • Islamorada Fish Company
    2 min drive
  • Starbucks
    3 min drive

Frequently asked questions

Does Oceanfront 2 Homes | Private Beach & Pool | 3 Acre have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Oceanfront 2 Homes | Private Beach & Pool | 3 Acre pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Oceanfront 2 Homes | Private Beach & Pool | 3 Acre?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront 2 Homes | Private Beach & Pool | 3 Acre?

Check-out is at 10:00 AM.

Where is Oceanfront 2 Homes | Private Beach & Pool | 3 Acre located?

Located in Matecumbe, this beachfront vacation home is in the city center and within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum. Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center are also within 1 mi (2 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Oceanfront 2 Homes | Private Beach & Pool | 3 Acre Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 54 out of 55 reviews
Rating 8 - Good. 1 out of 55 reviews
Rating 6 - Okay. 0 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We could not have been happier with our visit to The Oasis! It was better than expected and just a beautiful property. Excellent location with amenities exactly as described. Hosts consistently responded immediately to any questions, and they provide a lovely website with all the information and recommendations you could want!
Stayed 5 nights in Mar 2026
From a partner site

10/10 Excellent

Great vacation with whole family

The Oasis is great for family vacation
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home & property were just what we were looking for & couldn't have been more stunning & immaculate. The perfect setting for the perfect relaxing week. Communication with the host was excellent: responses to any question arrived within literally minutes of being sent. The Oasis provides a true 5 start experience.
Coffee at sunrise in Islamorada
Amazing pool literally at the waters edge
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

An oasis from reality

Great communication with host, wonderful accommodations and the best pool experience possible!!
Stayed 7 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible Grounds, incredible pool. Mark was a pleasure to work with. The beds are very comfortable. We found used soap and some hair in the bathroom at check in. Otherwise, the home(s) were spotless. This is a dynamic property with incredible views. It is close to everything you need. The actual home is smaller than the pictures indicate, realistically for a family vacation of two adults and two children it was perfect. No indoor kitchen table, but not sure where they would put one. The outdoor table works great. Price seemed a bit high compared to other destinations, but we were also there in peak season and the customer service and grounds justify it.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular

Immaculate property. Owner very attentive. Very private with a spectacular pool and view. Would stay again and recommend to friends and family.
Stayed 6 nights in Feb 2025
From a partner site

10/10 Excellent

Spectacular stay!

The views are unreal! The pictures and video on the website are accurate as the home and property are well cared for and the pool was simply amazing. This is a week we will remember, not only for having our wedding here but because it simply felt like paradise! If you want privacy, this place is amazing.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous!

Oasis is magic! Go there. Rest revive and relax. We did just that last week and will never forget how splendid this place is. Thank you mark! So special!
Stayed 7 nights in Apr 2025
From a partner site

10/10 Excellent

Wedding Beauty

The property was well taken care! There is plenty of room with a lot of equipment for water activities
From a partner site

10/10 Excellent

Amazing wedding!

Our daughter had a PERFECT wedding here! With 220 guests, their largest to date, everything went off flawlessly and Mark was there to ensure that. The property and views are gorgeous and would highly recommend this as a place to vacation and marry to anyone. The Oasis is truly and oasis!
From a partner site

10/10 Excellent

Best wedding venue!

We recently had our wedding at the Oasis and we are BEYOND amazed at how perfect it was. The house is beautiful and the beach front views are breath taking.our guests can't stop gushing about how perfect everything was. Booking the Oasis made our wedding beyond perfect. Mark was amazing to work with throughout the process, extremely kind, responsive, and helpful!
From a partner site

10/10 Excellent

Heaven

We stayed at the Oasis for 1 week and were fortunate enough to host our wedding on their beautiful property. Mark and Doli have an absolute dream of a property. Mark was very helpful in the process and with working with our planner. The pool, the tiki, kayaks, everything was amazing. We hope to be able to stay again in the future as we had the most relaxing and wonderful time. Thank you so much!!!
From a partner site

10/10 Excellent

Absolutely incredible property!

Our family needed an escape after a difficult year. This property was absolutely everything we needed to rest and recover. The owners spared no expense in making this property the “oasis” to which its name claims its name. Not that you would need to venture from the property as it “has it all”, but wow! the location of the property is central to restaurants, entertainment, and other destinations in the Keys. Look no further, whether you’re planning an event or bringing your family for two weeks!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Oasis

On paper this property was an overdue family vacation. In reality, this went above and beyond our expectations! The property is gorgeous and has everything you could possibly need for the perfect getaway. It is an oasis with the convenience of a fantastic grocery store and wonderful restaurants. The owners were so accommodating and understanding during our planning phase. Definitely goes down as a trip of a lifetime!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stunning

The property is stunning as soon as you pull into the gates it’s like your own little oasis! The views are just amazing and the pool on the property is like it’s right in the ocean. We had an amazing 2 weeks. Mark, our host was very responsive to all our needs! We would definitely come back. Lots of wonderful restaurants around to have the catch of the day and watch the sun set on the bay side. Definitely a gem! I miss having my coffee on the balcony and watching the sun rise….
Stayed 14 nights in Mar 2024
From a partner site

10/10 Excellent

Wedding week bliss

I have been fortunate enough to grow up spending every free weekend and summer in Islamorada at my families homes and it was only fitting to have my husband and I start the next journey of our life’s here as well. I am so happy we chose this property because it really was the perfect space to make our special day come to life. The property is perfect to host weddings or any events of any size. The owner Mark was only a phone call away with any questions leading up to our big day as well as any we had while staying on the property. We will forever cherish the memories we made with friends and family here.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Week!

We had an amazing week at The Oasis with our family of 5. The setting is fabulous. Once there, we ended up cancelling most of our other plans to just stay and enjoy the setting! Beautiful sunrises with the ability to watch from the kayaks, SUPs or balcony. We played bags/corn hole while the sun was setting. The pool is fantastic (we paid to heat it as there had been a cold front that came thru). The bikes were awesome. The kids used them daily to go shopping and get ice cream. We were so sad to leave. We hope to return again in the future! Thank you for the wonderful memories!
Stayed 7 nights in Mar 2025
From a partner site

10/10 Excellent

The Oasis = OUTSTANDING!!!

We can’t give enough stars to rate our experience with hosting our daughter’s wedding at The Oasis!! I wish we could give 500 stars!! From our initial communication for a tour until our check out everything was TOP NOTCH!! The property was beautiful, private, well appointed and nothing short of perfect! Mark’s recommendations for vendors were very helpful when planning from a distance! He made sure the beach was immaculate for the big day and took care of any needs we had all week! If you are thinking of having a wedding in Islamorada…The Oasis is the perfect canvas to design your dream wedding!!!
From a partner site

10/10 Excellent

Amazing Week in Paradise

This house could not have been more perfect! I have stayed in just about every area of Florida and this one is hard to beat. The pool was super clean and the kids had a blast playing games in the pool when we all needed a break from the salt water. The beach was so peaceful and all of the toys (paddle boards and snorkels) were well utilized. Wifi was fast and the location was right in the heart of the little town and there were endless restaurants to choose from. I cannot forget to mention the oasis hosts were super quick to respond to questions or any little things that came up. The home is made for dog lovers and our pup thought he was in heaven I am sure. I truly felt like we had our own little beach resort for a week. I can only imagine how beautiful a wedding would be at this home. They have really outdone themselves with this one.
From a partner site

10/10 Excellent

A slice of PARADISE!

This property was luxury and relaxation all in one! The name speaks for itself, it is truly and Oasis. This property offers two spacious houses, a pool overlooking the ocean, direct access to the ocean for paddle boarding and kayaking, a HUGE permanent tiki hut, and so much more! Islamorada was so incredibly beautiful with so much to do and so many fantastic restaurants. We celebrated our November wedding during our week stay and it was the most incredible night! Our guests could not stop raving about how stunning the property was. Mark was extremely attentive to all details the day of the wedding, ensuring everything was set up/in working order and smoothed the sand in the ceremony and reception areas for us. There was truly nothing better than having a wedding and vacation all in one! If you are looking for a private, beachfront venue to celebrate your wedding ceremony and reception – look no further than The Oasis!!!
From a partner site

10/10 Excellent

A Dream Wedding Venue That Felt Like Home

The Oasis in Islamorada is truly a slice of paradise. From the moment we stepped onto the property, we knew it was something special. The grounds are breathtaking—lush, peaceful, and immaculately kept. It’s the kind of place that immediately makes you feel both relaxed and enchanted, which is exactly how we felt throughout our entire wedding weekend. What truly set The Oasis apart wasn’t just the stunning backdrop—it was the warmth and care of the people behind it. The owner went above and beyond for us, helping make every detail feel personal and seamless. You can tell that he puts his heart into every couple's experience. Our families and guests couldn't stop talking about how magical everything felt, and we couldn't agree more. Being locals, it was especially meaningful for us to celebrate such an important milestone in our own backyard, and The Oasis made it feel like we were hosting loved ones in our own home. It was the perfect place to begin our lives together, and we’re already dreaming about coming back for our one-year anniversary. If you're looking for a venue that is not only stunning but also deeply personal and filled with heart, The Oasis is it. We are forever grateful. – Melissa & Spencer
From a partner site

10/10 Excellent

Private, Perfect, Paradise

⭐️⭐️⭐️⭐️⭐️ We had the most incredible stay at this beautiful gated property in Islamorada, Florida, where my wife and I brought our family for two weeks. This stunning Oasis features two separate houses that are well maintained, providing both space and comfort for everyone. One noted highlight was definitely the fantastic pool right on the ocean, where we spent countless hours relaxing and enjoying the breathtaking views. We were delighted by the abundant seabirds and other interesting wildlife around – it really felt like a slice of paradise. The property is so peaceful and private; it was the perfect getaway. One of the best parts, for the family experience , was being able to kayak right off our private beach, exploring the serene waters at our leisure. Watching the sunrise over the ocean each morning was truly inspiring, a magical way to start each day and to relish in the Divine of God’s creative work! Although it was a family trip, we came here to celebrate our 25th wedding anniversary on Valentine’s day and we couldn’t have chosen a better spot! Renewing our commitments under the palms of the Oasis was simply unforgettable. Everything about our stay was perfect, and we can't wait to return! Thank you Mark & Doli for an amazing experience! And thank you for maintaining this property at such a high standard! ---
From a partner site

10/10 Excellent

Perfect Wedding

My daughter had her wedding at the Oasis and we couldn't be happier with how everything went. I have to say going into this 244 people wedding, it had us very nervous with a venue we basically never heard of. We had to bring in many different venders for this event. Mark stayed thru the end of the wedding and made sure that they all had the proper electrical setups that they needed to pull off the wedding. We understood later that this was the largest wedding they ever had on the property. The morning of the wedding Mark was out there at sunrise raking the sand and making sure everything was perfect for us. Which honestly was something he promised a year ago and I was very skeptical it would happen. But as promised he was there. The two houses on the property made everything very convenient for us. The girls had their house to get ready and my husband and I had ours. Both houses are extremely clean and have everything you possibly would need. Probably the best thing though, was having your daughter tell you the morning after that every single thing went as planned. The wedding was everything she dreamed of. All of this was possible because of the Oasis.
From a partner site

10/10 Excellent

Tropical Paradise

My two daughters and I stayed at the Oasis for a girls trip to Islamorada. From the moment that the gates opened onto this vast property, you could look straight back and see the beautiful Atlantic Ocean. We chose Oasis because it was dog friendly, and fully fenced. Our dogs absolutely loved loved loved every minute of it! The grounds were immaculate, the beach was absolutely awesome, and we loved every day sitting under the stilt home in the cool breezeway, looking out over alligator reef when we weren't cooling off in the infinity pool. The mattresses were fantastic! I have never slept that good away from home. We were right in the center of Islamorada yet we felt like we were on a tropical island somewhere away from everyone. Mark and Doli our wonderful hosts, even left us a beautiful cooler with their logo on it as a gift that we use the entire time. We are beyond excited to return as soon as we can all get together again. I cherished every minute that I got to spend with my adult daughters so much that we even extended it one more night. We definitely will be back soon.
From a partner site

10/10 Excellent

The Oasis = OUTSTANDING!!!

We can’t give enough stars to rate our experience with hosting our daughter’s wedding at The Oasis!! I wish we could give 500 stars!! From our initial communication for a tour until our check out everything was TOP NOTCH!! The property was beautiful, private, well appointed and nothing short of perfect! Mark’s recommendations for vendors were very helpful when planning from a distance! He made sure the beach was immaculate for the big day and took care of any needs we had all week! If you are thinking of having a wedding in Islamorada…The Oasis is the perfect canvas to design your dream wedding!!!