Accommodations in Cutthroat Harbor Estates, FL: Compare 10+ Sites & Save

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  6.  Cutthroat Harbor Estates

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536 Best Accommodations in Cutthroat Harbor Estates (Starting from $185)

Dolphin Daydreams by Last Key Realty
Dolphin Daydreams by Last Key Realty
House
Cudjoe Key, FL, USA
0.4k from Cutthroat Harbor Estates center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
New to Booking
$351
Average price / night
Check Availability
Beautifully Renovated with Stunning Sunset Views and Dockage!
Beautifully Renovated with Stunning Sunset Views and Dockage!
House
Cudjoe Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$350
Average price / night
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Pelican's Roost, Waterfront comfort at Venture Out
Pelican's Roost, Waterfront comfort at Venture Out
House
Cudjoe Key, FL, USA
0.5k from Cutthroat Harbor Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms5 Guests
9.2

Superb

15 reviews

$303
Average price / night
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Canal Front RV LOT 451 Venture Out (40x23x70x31x35)
Canal Front RV LOT 451 Venture Out (40x23x70x31x35)
RV Rental
Summerland Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

Dryer, Free Parking, Hot Tub, Laundry, Patio, Pool, Tennis Court, Washer

1 Bedroom6 Guests
New to Booking
$185
Average price / night
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Dock Holiday
Dock Holiday
House
Cudjoe Key, FL, USA
0.5k from Cutthroat Harbor Estates center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

2 Bedrooms4 Guests
7.6

Good

5 reviews

$293
Average price / night
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Gasparilla Villa - Your Ocean View Oasis on Cudjoe Key - Sunset Views!
Gasparilla Villa - Your Ocean View Oasis on Cudjoe Key - Sunset Views!
House
Cudjoe Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$275
Average price / night
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Turtle Cove Views by Last Key Realty
Turtle Cove Views by Last Key Realty
House
Cudjoe Key, FL, USA
0.6k from Cutthroat Harbor Estates center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
7.0

Good

1 reviews

$513
Average price / night
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Cudjoe Bay Getaway In Paradise
Cudjoe Bay Getaway In Paradise
House
Cudjoe Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.4

Superb

8 reviews

$234
Average price / night
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Mermaid Magic by Last Key Realty
Mermaid Magic by Last Key Realty
House
Cudjoe Key, FL, USA
0.6k from Cutthroat Harbor Estates center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$875
Average price / night
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Oceanfront Gated Corner lot Amazing Sunsets. 90” BoatDock & 12 person Swim Spa!
Oceanfront Gated Corner lot Amazing Sunsets. 90” BoatDock & 12 person Swim Spa!
House
Summerland Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$773
Average price / night
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Hawkins Lookout
Hawkins Lookout
House
Cudjoe Key, FL, USA
0.6k from Cutthroat Harbor Estates center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

3 Bedrooms6 Guests
New to Booking
$304
Average price / night
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ISLAND PARADISE
ISLAND PARADISE
Resort
Cudjoe Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
10.0

Exceptional

32 reviews

$262
Average price / night
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Island Oasis ~ YOUR Paradise Awaits!
Island Oasis ~ YOUR Paradise Awaits!
House
Cutthroat Harbor Estates, Cudjoe Key, Florida, USA
0.6k from Cutthroat Harbor Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
7.4

Good

5 reviews

$386
Average price / night
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Waterfront Keys Sunset Spectacular
Waterfront Keys Sunset Spectacular
House
Cudjoe Key, FL, 33042, United States
0.3k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
New to Booking
$460
Average price / night
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OCEANIA. water front cottage retreat ~
OCEANIA. water front cottage retreat ~
Villa
Cudjoe Key, FL, USA
0.6k from Cutthroat Harbor Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
9.4

Superb

16 reviews

$826
Average price / night
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Canal Front RV Lot 447 Venture Out, Oversized RV Lot with 60ft of Dockage!
Canal Front RV Lot 447 Venture Out, Oversized RV Lot with 60ft of Dockage!
RV Rental
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

Dryer, Free Parking, Hot Tub, Laundry, Patio, Pool, Tennis Court, Washer

1 Bedroom6 Guests
New to Booking
$234
Average price / night
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NAUTILUS.ocean front cottage retreat ~
NAUTILUS.ocean front cottage retreat ~
Villa
Cudjoe Key, FL, USA
0.6k from Cutthroat Harbor Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
9.2

Superb

16 reviews

$908
Average price / night
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Paradise Palms in Cudjoe Key #635
Paradise Palms in Cudjoe Key #635
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$385
Average price / night
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Tree Top Paradise
Tree Top Paradise
House
Cudjoe Key, FL, USA
0.7k from Cutthroat Harbor Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

2 Bedrooms6 Guests
8.8

Fabulous

30 reviews

$189
Average price / night
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Island Home in Paradise #624 - OCEANFRONT Community!
Island Home in Paradise #624 - OCEANFRONT Community!
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$300
Average price / night
Check Availability
Tidewater Views by Last Key Realty
Tidewater Views by Last Key Realty
House
Cudjoe Key, FL, USA
0.7k from Cutthroat Harbor Estates center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$424
Average price / night
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**DOLPHIN DAYDREAMS @ VENTURE OUT** New Home & Golf Cart + LAST KEY SERVICES…
**DOLPHIN DAYDREAMS @ VENTURE OUT** New Home & Golf Cart + LAST KEY SERVICES…
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$457
Average price / night
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Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!
Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$190
Average price / night
Check Availability
Beautiful, 2100 sq ft 3/2 w/ocean views & easy ocean & gulf access.
Beautiful, 2100 sq ft 3/2 w/ocean views & easy ocean & gulf access.
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$337
Average price / night
Check Availability
Oceanfront Home With Large Private Deck with boat dockage
Oceanfront Home With Large Private Deck with boat dockage
House
Summerland Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$444
Average price / night
Check Availability
Cudjoe Key Home with a View
Cudjoe Key Home with a View
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

Extra Bed, Hot Tub, Internet, No Smoking, Pool, Toys

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$388
Average price / night
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**CAREFREE ON CUDJOE @ THE BAY** Waterfront Home & Pool + LAST KEY SERVICES…
**CAREFREE ON CUDJOE @ THE BAY** Waterfront Home & Pool + LAST KEY SERVICES…
House
Cudjoe Key, FL, 33042, United States
0.4k from Cutthroat Harbor Estates center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms9 Guests
8.8

Fabulous

3 reviews

$483
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Cutthroat Harbor Estates.

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Frequently Asked Questions

You can explore 536 verified accommodations in Cutthroat Harbor Estates, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Cutthroat Harbor Estates vary based on property type, location, and travel dates. Rates typically start from around $185 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Cutthroat Harbor Estates.

Yes, Cutthroat Harbor Estates offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 52 listings in Cutthroat Harbor Estates are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Cutthroat Harbor Estates, booking several months ahead can help secure your preferred property.

Accommodations in Cutthroat Harbor Estates commonly include amenities such as View, Wellness Facilities, and Ocean View. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Cutthroat Harbor Estates focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Cutthroat Harbor Estates.