
Places to stay near Theater of the Sea
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Theater of the Sea
Guests agree: these stays are highly rated for location, cleanliness, and more.

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
***9/2/25 to mid-November, building , elevator and balcony improvements will take place and our rates are heavily discounted for the inconvenience. Balcony access may be affected. No work on weekends , holidays or Thanksgiving week. All amenities are open.*** Stay at our tropical hideaway rated one of the “Coolest Airbnb’s in the Keys” by Trips to Discover! Our romantic condominium (sleeps 4) is located at the gated Ocean Pointe resort with full amenities- pool, beach, marina, tennis, cafe

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Oceanfront Lookout Point w/two Kayaks & Deck
Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

Romantic cozy peaceful Guesthouse beach Sunsets.
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Waterfront, GROUND LEVEL, Awesome Sunsets!!!
This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Flakey's
Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Seaside Bungalow
Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

The Paradise 2
Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!
Popular amenities for vacation rentals near Theater of the Sea
Condo rentals with wifi

Oceanfront Sunrise Condo Private Beach Heated Pool

Serenity In The Sun

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Your Happy Place - Oceanfront

Condo in the Keys, Peaceful ocean view retreat!

Ocean views at “Sangria Sunrise” 10% off Charters

Beachside Unit 33-Private Tropical Beach Plus Pool

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Family-friendly house rentals

Pristine pool front home w/ocean views Anglers 148

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Thanksgiving week - Best rate

Islamorada Cay Home Elegant home- holiday home

Spacious, 70ft Dock, Near Beach VACA23-16

Waterfront Home 37.5-ft dock, Cabana Club Included

Key Largo Waterfront Retreat | Tiki, Dock & Pool

New! 4-Story Villa w/ Rooftop & 3 Private Suites
Apartment rentals with air conditioning

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

Seaside Vista - Ocean Front 2/1 with dockage

The HMH House

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Beachfront Condo w/ Ocean Views in Marathon

3. Oceanside Retreat with Canal Access, Key Largo!

Breathtaking Oceanfront Views at Tropical Daze
Other great vacation rentals near Theater of the Sea

Islamorada bungalow 2 bed & pool

Paradise awaits on this cozy houseboat!

Waterfront Cottage Walk to World Famous Lorelei

Islamorada house with best location. Lic # 24-0055

The Roseate House at Grassy Key

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

Panoramic Oceanside Luxury, Dockage & Gameroom

Conch Key Cottages with SailboatorBoatslip incuded
Destinations to explore
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Coral Castle
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Conch Key
- Far Beach
- Deering Estate
- Sea Oats Beach
- Everglades Alligator Farm
- Monkey Jungle
- Horseshoe Beach
- Long Key State Park
- Windley Key Fossil Reef Geological State Park
- EAA Air Museum
- Sandspur Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Keys' Meads