Short-Term Rentals in Tropical Bay Estates, FL: Compare 10+ Sites & Save

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311 Best Short-Term Rentals in Tropical Bay Estates (Starting from $164)

Sunset Villa
Sunset Villa
House
Big Pine Key, FL, USA
0.4k from Tropical Bay Estates center

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

3 Bedrooms6 Guests
New to Booking
$210
Average price / night
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SEA EVERYWHERE!  Open Water & 2 Boat Basins!
SEA EVERYWHERE! Open Water & 2 Boat Basins!
House
Big Pine Key, FL, 33043, United States
0.1k from Tropical Bay Estates center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms9 Guests
New to Booking
$462
Average price / night
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Hellenga Haven
Hellenga Haven
House
Big Pine Key, FL, USA
0.6k from Tropical Bay Estates center

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

3 Bedrooms8 Guests
New to Booking
$411
Average price / night
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SEA FOREVER! Gorgeous Ocean-Front Paradise!
SEA FOREVER! Gorgeous Ocean-Front Paradise!
House
Big Pine Key, FL, 33043, United States
0.1k from Tropical Bay Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$574
Average price / night
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Big Pine Key Dreams
Big Pine Key Dreams
House
Big Pine Key, FL, USA
0.9k from Tropical Bay Estates center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$263
Average price / night
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New listing 3bd/2bt Sleeps 8 \"Sunset Paradise Villa\" on canal Big Pine Key
New listing 3bd/2bt Sleeps 8 \"Sunset Paradise Villa\" on canal Big Pine Key
House
Big Pine Key, FL, 33043, United States
0.2k from Tropical Bay Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$246
Average price / night
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key Deer Retreat/direct gulf access/hot tub
key Deer Retreat/direct gulf access/hot tub
House
Big Pine Key, FL, USA
1.0k from Tropical Bay Estates center

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

2 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$310
Average price / night
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Amazing Pool & Canal Ground Level Home, Ocean access
Amazing Pool & Canal Ground Level Home, Ocean access
House
Big Pine Key, FL, 33043, United States
0.2k from Tropical Bay Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

23 reviews

$534
Average price / night
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Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Cabin
Big Pine Key, FL, USA
1.0k from Tropical Bay Estates center

Accommodations, Pools, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay

43 Bedrooms138 Guests
8.4

Very Good

241 reviews

$257
Average price / night
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Sunrise Oasis in big pine key
Sunrise Oasis in big pine key
House
Big Pine Key, FL, 33043, United States
0.3k from Tropical Bay Estates center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$516
Average price / night
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Cedar Cottage
Cedar Cottage
House
Big Pine Key, FL, USA
2.0k from Tropical Bay Estates center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$184
Average price / night
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A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8
A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8
House
Big Pine Key, FL, 33043, United States
0.3k from Tropical Bay Estates center

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

3 Bedrooms8 Guests
New to Booking
$410
Average price / night
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Magnolia's By The Sea
Magnolia's By The Sea
House
Big Pine Key, FL, USA
2.2k from Tropical Bay Estates center

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

2 Bedrooms11 Guests
New to Booking
$474
Average price / night
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Waterfront home with boat dock, 2 kayaks, 2 bikes, AC & W/D - dog-friendly
Waterfront home with boat dock, 2 kayaks, 2 bikes, AC & W/D - dog-friendly
House
Big Pine Key, FL, 33043, United States
0.4k from Tropical Bay Estates center

3 Bedrooms6 Guests
New to Booking
$220
Average price / night
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Reel Paradise
Reel Paradise
House
Big Pine Key, FL, USA
2.3k from Tropical Bay Estates center

Barbecue/Outdoor Cooking, Internet, Security/Safety, Laundry, Child Friendly

2 Bedrooms6 Guests
New to Booking
$164
Average price / night
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Casa Blanca | Georgeous home on Big Pine Key
Casa Blanca | Georgeous home on Big Pine Key
House
Big Pine Key, FL, 33043, United States
0.4k from Tropical Bay Estates center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$239
Average price / night
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Florida Keys /Big Pine Key/ Dear Haven
Florida Keys /Big Pine Key/ Dear Haven
Apartment
Tropical Bay Estates, Big Pine Key, Florida, USA
2.5k from Tropical Bay Estates center

Air Conditioner, Parking

2 Bedrooms4 Guests
New to Booking
$7000
Average price / night
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Hellenga Haven | Waterfront pool home
Hellenga Haven | Waterfront pool home
House
Big Pine Key, FL, 33043, United States
0.5k from Tropical Bay Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$392
Average price / night
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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
2.8k from Tropical Bay Estates center

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

1 Bedroom4 Guests
New to Booking
$178
Average price / night
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Beautiful 2 Bedroom Pool Home On Big Pine Key
Beautiful 2 Bedroom Pool Home On Big Pine Key
House
Big Pine Key, FL, 33043, United States
0.5k from Tropical Bay Estates center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$311
Average price / night
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Private water front property with ocean access
Private water front property with ocean access
House
Big Pine Key, FL, 33043, United States
0.7k from Tropical Bay Estates center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$555
Average price / night
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Charming 2-bedroom building with AC in Big Pine Key boat dock
Charming 2-bedroom building with AC in Big Pine Key boat dock
House
Big Pine Key, FL, 33043, United States
0.8k from Tropical Bay Estates center

AC, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

2 Bedrooms4 Guests
New to Booking
$233
Average price / night
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Dates available Oct, Nov, Dec 2023
Dates available Oct, Nov, Dec 2023
House
Big Pine Key, FL, 33043, United States
0.8k from Tropical Bay Estates center

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

2 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$235
Average price / night
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Tropical Canal-front Cottage in the Lower Florida Keys
Tropical Canal-front Cottage in the Lower Florida Keys
House
Big Pine Key, FL, 33043, United States
0.8k from Tropical Bay Estates center

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

2 Bedrooms8 Guests
New to Booking
$229
Average price / night
Check Availability
Beautiful waterfront home with central AC, dock, lovely balcony & patio
Beautiful waterfront home with central AC, dock, lovely balcony & patio
House
Big Pine Key, FL, 33043, United States
0.9k from Tropical Bay Estates center

2 Bedrooms6 Guests
New to Booking
$247
Average price / night
Check Availability
Relax in Paradise
Relax in Paradise
House
Big Pine Key, FL, 33043, United States
0.9k from Tropical Bay Estates center

AC, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$218
Average price / night
Check Availability
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
Cottage
1791 Bogie Drive, Big Pine Key, FL, 33043, United States
1.0k from Tropical Bay Estates center

AC, Barbecue, Free Parking, Heater, Internet, Living Area, Microwave, Outdoor Space, Pool

1 Bedroom4 Guests
8.6

Fabulous

316 reviews

$311
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 Short-Term Rentals in Tropical Bay Estates.

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Tropical Bay Estates Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 311 verified short-term rentals in Tropical Bay Estates, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Tropical Bay Estates vary depending on location, property size, and travel dates. Rates typically start from around $164 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Tropical Bay Estates include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Tropical Bay Estates, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Tropical Bay Estates often include amenities such as Internet, Laundry, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in Tropical Bay Estates are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.