
Holiday rentals near Theater of the Sea
We found 2,538 holiday rentals — enter your dates for availability
If you'd like to stay close to Theater of the Sea, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Theater of the Sea
Showing deals for:7 Nov - 14 Nov
Image gallery for Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.69.6 out of 10 rating
Exceptional
(29 reviews)
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada, FL
19% off
Price is NZ$4,700
NZ$4,700
NZ$671 per night
includes taxes & fees
Image gallery for Fun For All! Key Largo 3/3 Townhome Oceanside Resort

9.69.6 out of 10 rating
Exceptional
(62 reviews)
Fun For All! Key Largo 3/3 Townhome Oceanside Resort
Key Largo, FL
8% off
Price is NZ$5,824
NZ$5,824
NZ$832 per night
includes taxes & fees
Image gallery for Key Largo Paradise

9.69.6 out of 10 rating
Exceptional
(50 reviews)
Key Largo Paradise
Key Largo, FL
7% off
Price is NZ$3,007
NZ$3,007
NZ$430 per night
includes taxes & fees
Image gallery for VIP LUXURY PENTHOUSE SUITE! - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS!

1010 out of 10 rating
Exceptional
(21 reviews)
VIP LUXURY PENTHOUSE SUITE! - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS!
Key Largo, FL
6% off
Price is NZ$6,526
NZ$6,526
NZ$932 per night
includes taxes & fees
Image gallery for Aqua Lodge Houseboat "Calypso"

9.89.8 out of 10 rating
Exceptional
(23 reviews)
Aqua Lodge Houseboat "Calypso"
Tavernier, FL
8% off
Price is NZ$6,168
NZ$6,168
NZ$881 per night
includes taxes & fees
Image gallery for Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball

9.69.6 out of 10 rating
Exceptional
(19 reviews)
Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball
Key Largo, FL
7% off
Price is NZ$6,148
NZ$6,148
NZ$878 per night
includes taxes & fees
Image gallery for Tropical Getaway in the heart of Key Largo

1010 out of 10 rating
Exceptional
(9 reviews)
Tropical Getaway in the heart of Key Largo
Key Largo, FL
7% off
Price is NZ$2,613
NZ$2,613
NZ$373 per night
includes taxes & fees
Image gallery for Key Largo Lagoon View Townhome

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Key Largo Lagoon View Townhome
Key Largo, FL
8% off
Price is NZ$4,183
NZ$4,183
NZ$598 per night
includes taxes & fees
Image gallery for Island Sanctuary Islamorada

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Island Sanctuary Islamorada
Tavernier, FL
8% off
Price is NZ$3,956
NZ$3,956
NZ$565 per night
includes taxes & fees
Image gallery for Paradise Key Largo

9.89.8 out of 10 rating
Exceptional
(15 reviews)
Paradise Key Largo
Key Largo, FL
7% off
Price is NZ$3,404
NZ$3,404
NZ$486 per night
includes taxes & fees
Image gallery for NEW! OCEANSIDE CASA AZUL!VOTED #1! GOLF CART-PICKELBALL-KAYAK- BEACH- POOLS-FISH

9.89.8 out of 10 rating
Exceptional
(190 reviews)
NEW! OCEANSIDE CASA AZUL!VOTED #1! GOLF CART-PICKELBALL-KAYAK- BEACH- POOLS-FISH
Key Largo, FL
8% off
Price is NZ$6,200
NZ$6,200
NZ$886 per night
includes taxes & fees
Image gallery for Waterfront Sunset View Aqua Villa at Sea Biscuit @ Mangrove Resort LLC

9.89.8 out of 10 rating
Exceptional
(36 reviews)
Waterfront Sunset View Aqua Villa at Sea Biscuit @ Mangrove Resort LLC
Tavernier, FL
8% off
Price is NZ$4,520
NZ$4,520
NZ$646 per night
includes taxes & fees
Image gallery for Oceanfront, 2 Pools, Lagoon, Tennis, Picketball, Marina, Fishing & Great Views!

9.89.8 out of 10 rating
Exceptional
(130 reviews)
Oceanfront, 2 Pools, Lagoon, Tennis, Picketball, Marina, Fishing & Great Views!
Key Largo, FL
22% off
Price is NZ$5,629
NZ$5,629
NZ$804 per night
includes taxes & fees
Image gallery for Aug-Sept Deals! OCEANFRONT Lux 1300sf w/ Stunning Views & All Amenities of home!

9.69.6 out of 10 rating
Exceptional
(287 reviews)
Aug-Sept Deals! OCEANFRONT Lux 1300sf w/ Stunning Views & All Amenities of home!
Key Largo, FL
8% off
Price is NZ$3,364
NZ$3,364
NZ$481 per night
includes taxes & fees
Image gallery for Paradise in Beautiful Key Largo!! Amazing Views!!

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Paradise in Beautiful Key Largo!! Amazing Views!!
Key Largo, FL
12% off
Price is NZ$4,680
NZ$4,680
NZ$669 per night
includes taxes & fees
Image gallery for Kampground Escape w/ Kayaks, Heated Pool & Marina!

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Kampground Escape w/ Kayaks, Heated Pool & Marina!
Key Largo, FL
8% off
Price is NZ$2,940
NZ$2,940
NZ$420 per night
includes taxes & fees
Image gallery for Key Largo Getaway [ Ocean Pointe 1316 ]

9.89.8 out of 10 rating
Exceptional
(41 reviews)
Key Largo Getaway [ Ocean Pointe 1316 ]
Tavernier, FL
7% off
Price is NZ$3,670
NZ$3,670
NZ$524 per night
includes taxes & fees
Image gallery for Key Largo 'Shangri La' Experience

1010 out of 10 rating
Exceptional
(5 reviews)
Key Largo 'Shangri La' Experience
Key Largo, FL
8% off
Price is NZ$3,693
NZ$3,693
NZ$528 per night
includes taxes & fees
Image gallery for Tropical Keys Retreat – Fully Furnished 3 Bed, 3 Bath Waterfront Gem

1010 out of 10 rating
Exceptional
(8 reviews)
Tropical Keys Retreat – Fully Furnished 3 Bed, 3 Bath Waterfront Gem
Tavernier, FL
14% off
Price is NZ$6,010
NZ$6,010
NZ$859 per night
includes taxes & fees
Image gallery for Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks

9.89.8 out of 10 rating
Exceptional
(33 reviews)
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks
Key Largo, FL
8% off
Price is NZ$4,172
NZ$4,172
NZ$596 per night
includes taxes & fees
Image gallery for Waterfront, saltwater lagoon, 2 pools, ocean access, marina, tennis, pickleball

9.89.8 out of 10 rating
Exceptional
(102 reviews)
Waterfront, saltwater lagoon, 2 pools, ocean access, marina, tennis, pickleball
Key Largo, FL
8% off
Price is NZ$5,869
NZ$5,869
NZ$838 per night
includes taxes & fees
Image gallery for BEACHFRONT POOL HOME

9.69.6 out of 10 rating
Exceptional
(106 reviews)
BEACHFRONT POOL HOME
Key Largo, FL
17% off
Price is NZ$29,617
NZ$29,617
NZ$4,231 per night
includes taxes & fees
Image gallery for Stunning Views & Modern Comforts at Ocean Pointe 2215

1010 out of 10 rating
Exceptional
(60 reviews)
Stunning Views & Modern Comforts at Ocean Pointe 2215
Tavernier, FL
7% off
Price is NZ$3,733
NZ$3,733
NZ$533 per night
includes taxes & fees
Image gallery for New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

9.69.6 out of 10 rating
Exceptional
(8 reviews)
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo, FL
8% off
Price is NZ$4,735
NZ$4,735
NZ$676 per night
includes taxes & fees
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Find properties near top attractions in Theater of the Sea
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Find the best place to stay - Theater of the Sea
Beachside Solace: Room for Your Perfect Vacation |
Sleeps 12 · 3 bedrooms · 3 bathrooms
Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
5 reviews(5 reviews)
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
185 reviews(185 reviews)
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
184 reviews(184 reviews)
AQUAMARINE OCEANVIEW “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR REVIEWS!
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
155 reviews(155 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value