Discover a selection of 99 vacation rentals in Plantation by the Sea, Islamorada that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $133 per night, and houses and condos are popular options for a stay in Plantation by the Sea. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Plantation by the Sea
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What are the top vacation rentals in or near Plantation by the Sea?

Whether you're in search of an intimate escape for you and your boo or somewhere spacious to fit friends and family, you'll find some top vacation rentals in and around Plantation by the Sea. Here are a couple to get your inspiration flowing:

  • "Ocean View Anglers Reef - Pool" is a favorite with guests. Around 2 miles from Plantation by the Sea, it has 2 bedrooms and lots of amenities to help you feel at home, including a beach and a toaster.
  • Alternatively, unpack your bags at "Aquamarine Oceanviewjuly 30". Located around 13 miles from the heart of Plantation by the Sea, it has 2 bedrooms and comes with a phone and a toaster.

For even more great options, use the search bar at the top of the page to find the perfect Plantation by the Sea vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Plantation by the Sea?

Your Monday to Friday will fly by if you've got something fabulous set up for the weekend. Give yourself something to look forward to by reserving one of these top weekend getaways in or near Plantation by the Sea:

  • Book a few nights or longer at "Luxurious Home At Beautiful Anglers Reef With Boat Slip Available", around 2 miles to the southwest of Plantation by the Sea, and you've got yourself the best kind of weekend escape. You'll have nature spots like North Nest Key and Dagny Johnson Key Largo Hammock Botanical State Park close by and conveniences like a heated pool and cable/satellite TV services to make use of.
  • Another top option is "Renovated - Boat Slip, Pool, Beach", which is around 2 miles southwest of Plantation by the Sea. When you're not cozying up in your rental making the most of a kitchen and a barbecue grill, check out some of the area's highlights like Great White Heron National Wildlife Refuge and Islamorada County Park.

Can I find studio apartments for rent in and around Plantation by the Sea?

Studio apartments may be small, but they sure pack a punch when it comes to convenience and location. Make yourself comfortable at one of these top studio apartments in and around Plantation by the Sea:

  • One of our favorite picks is "Cozy Studio On Oceanfront Property With Pool". Lock in a few nights or more at this popular apartment and you'll have access to coffee and tea making facilities and WiFi.
  • Alternatively, use "Romantic Studio Cottage Nestled In Lush Landscaping With Pool And Dockage" as a base to tick off the best attractions around you. This comfy stay comes with a washing machine, a barbecue grill and more.

Can I find short term rentals in or near Plantation by the Sea?

Just because you only have two or three days up your sleeve doesn't mean you have to spend it in a dull hotel room. Take a vacation but still have the comforts of home at one of these short-term rentals in or around Plantation by the Sea:

  • Close to the center of Plantation by the Sea, "Welcome To Paradise "sandbar Bungalow Villa" @ Anglers Reef" is great for a mini break. While you're about, make sure you get to top attractions like Theater of the Sea and Bud n' Mary's Dive Center.
  • "Stunning Condo With Balcony/pool In Oceanfront Building In Beautiful Islamorada" is another tempting option. Don't forget to add Founders Park and Islamorada County Park to your itinerary when you're ready to sightsee.

What are the best romantic weekend getaways in or near Plantation by the Sea?

Forget chocolates and roses. Sometimes all you need is to take off for the weekend, just you and your sweetheart. At Vrbo, we've got romantic getaways in and around Plantation by the Sea that would make even Cupid swoon. Here are a few that'll sweep you off your feet:

  • Put on some soothing music and kick back together at "Ocean View Anglers Reef - Pool". Around 2 miles from Plantation by the Sea, this property has everything you need for a couple's weekend away, including beauty services and air conditioning.
  • Another place where you can enjoy a few precious days together is "Aquamarine Oceanviewjuly 30". Located 13 miles from Plantation by the Sea, a fireplace and a resort add to the ambiance here.

What are the best large group vacation rentals in or near Plantation by the Sea?

Browse these large group vacation rentals in or near Plantation by the Sea where you won't have to leave anyone off your invite list:

  • Providing space, privacy and comfort, you'll get your guests' seal of approval at "Endless Summer" Awaits". Up to 12 people can stay at this property which has 4 bedrooms, a swimming pool and a water view. It's around 2 miles to the west of Plantation by the Sea.
  • Nothing takes priority over spending time with the people you love, and "Beautiful Oceanfront Oasis With Pool" makes it easy to do that. Located around 4 miles to the southwest of Plantation by the Sea, as many as 12 people can stay in this vacation rental which has 4 bedrooms. A kitchen and a swimming pool are among the many amenities on offer here.

What are the best houses for rent with a pool in or near Plantation by the Sea?

Having access to a swimming space is almost a must when you're vacationing, especially if you have kids in tow. Stay, play and splash the days away at one of these houses with a pool in or near Plantation by the Sea:

  • First on our list of cool pool escapes is "Islamorada Happytarpon House:private Heated Pool". Traveling groups will feel at home here, with amenities like a barbecue grill and a swimming pool also at hand.
  • "Heron House @ Tarpon Point ~ Luxury Oceanfront 4" is another popular option. After you've enjoyed a refreshing dip with the kiddos, make use of other conveniences like a barbecue grill and a dishwasher.

What are the best large family vacation rentals in or near Plantation by the Sea?

The first mission of any family trip is finding the right place to stay. Whether you're organizing a quick break with the kids or a multi-generational getaway with relatives, Vrbo has large family vacation rentals in and around Plantation by the Sea with plenty of room for everyone. Here are two popular options to try on for size:

  • About 0.1 miles north of Plantation by the Sea, "Brand New Unique Deep Water Gulf Front Estate. Beach" has 4 bedrooms and sleeps up to 8 guests. Some amenities here include a separate dining area and a TV.
  • "Florida Keys Peaceful Paradise In Executive Bay Club" is another property your guests will love. You'll be able to invite up to 8 family and friends to this option which comes with 4 bedrooms, towels, a TV and more. It's around 1 mile to the west of central Plantation by the Sea.

If you're in the mood for visiting some family-friendly attractions close by, Theater of the Sea promises fun for all ages.

Are there one-bedroom vacation rentals in or near Plantation by the Sea?

There sure are. You'll find many one-bedroom vacation rentals in or near Plantation by the Sea. If you don't require much space, one of these properties is sure to tick your boxes:

  • Book "Cozy Studio On Oceanfront Property With Pool" for a weekend or longer. This one-bedroom vacation rental features a kitchen and a water view and is nice and close to downtown.
  • "Romantic Studio Cottage Nestled In Lush Landscaping With Pool And Dockage" is another stylish one-bedroom escape also not far from the center. When you're not out discovering the area, make the most of a nearby waterfront, a water view and much more.

Can I find two-bedroom vacation rentals in or near Plantation by the Sea?

Yes you can. From chic apartments to cozy cabins, Vrbo has a range of rentals. Small groups or families will like these two-bedroom properties in or near Plantation by the Sea:

  • With handy amenities like a swimming pool and an ocean view, "Ocean View Anglers Reef - Pool" has all you need for an awesome stay. Unpack your luggage and then venture out and explore the surrounding area.
  • Another popular option is "September Luxurious Home At Beautiful Anglers Reef". With convenient amenities like a swimming pool and a garden, you'll have no dramas making yourselves at home here. Pick your bed, unpack your bags and let the party begin!