Cottage
10.0(16 Reviews)
1 Bedroom
2 Guests
Parking
Ocean View
Balcony/Terrace
View
US $360/Night
7 Nights - US $2,521
Dismal Key Villa Rentals
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Compare Villas, Resorts, & Rentals in Dismal Key
10.0
House
10.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
Air Conditioner
Internet
Pet Friendly
US $264/Night
7 Nights - US $1,850
Apartment
1 Bedroom
Oceanfront- Parking
Pool- Ocean View
US $189/Night
7 Nights - US $1,322
Cottage
10.0(9 Reviews)
1 Bedroom
2 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
TV
US $315/Night
7 Nights - US $2,206
Apartment
10.0(2 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $263/Night
7 Nights - US $1,843
Apartment
1 Bedroom
- Oceanfront
- Parking
- Pool
- Ocean View
US $188/Night
7 Nights - US $1,314
Apartment
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $345/Night
7 Nights - US $2,413
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
Breakfast- Air Conditioner
- Internet
- Child Friendly
US $327/Night
7 Nights - US $2,287
Apartment
1 Bedroom
- Oceanfront
- Parking
- Pool
- Ocean View
US $173/Night
7 Nights - US $1,213
House
10.0(5 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $306/Night
7 Nights - US $2,141
Apartment
9.2(7 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Internet
US $142/Night
7 Nights - US $992
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $401/Night
7 Nights - US $2,804
US $324/Night
7 Nights - US $2,270
Apartment
9.8(60 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $335/Night
7 Nights - US $2,345
House
9.8(13 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $306/Night
7 Nights - US $2,142
Apartment
9.8(11 Reviews)
1 Bedroom
3 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $231/Night
7 Nights - US $1,619
House
9.8(6 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $387/Night
7 Nights - US $2,712
House
9.6(53 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $284/Night
7 Nights - US $1,987
Apartment
9.6(24 Reviews)
1 Bedroom
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $237/Night
7 Nights - US $1,662
US $496/Night
7 Nights - US $3,471
Boat Rental
9.4(28 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $211/Night
7 Nights - US $1,476
Apartment
8.8(17 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,130
Apartment
8.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $172/Night
7 Nights - US $1,204
Apartment
7.6(8 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
Spa
US $143/Night
7 Nights - US $1,003
About Dismal Key Vacation Rentals
There are more than 227 incredible getaway rentals that are available in Dismal Key. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Dismal Key.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Dismal Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Hotels in Dismal Key
- Prices for a holiday home in Dismal Key start at US $95
- Top rated vacation home in Dismal Key is Paradise on the Bay
- Most popular short term in Dismal Key is Cozy Cottage Goodland Fl.
- Cheapest place to stay in Dismal Key is Naples Oasis w/Screened Porch & Tennis Court!
- Most expensive holiday rental in Dismal Key is Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D
Recently Booked Hotels, Resorts, or Rentals in Dismal Key
Frequently Asked Questions About Dismal Key?
What are the top hotels or resorts in Dismal Key?
We provide an array of great vacation destinations in Dismal Key. If you are looking to stay in or around the Dismal Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Dismal Key:
- Paradise on the Bay
- Luxurious Canal-Front Retreat w/Game Room!
- Cozy coastal cottage in Goodland
- Charming Home Waterfront and Pool.
- Direct panoramic waterfront views
- Harbor Place Boathouse, BRAND NEW DOCK, Open, on stilts, ocean front
- Harbor Place Boathouse BRAND NEW DOCK
- Spectacular Waterfront Home-3 Bed, 2 Bath w/Pool and Breathtaking Views!
- Elegant Coastal Townhouse with Panoramic Water Views
- Goodland Waterfront Cottage
How many hotels, resorts, or rentals are available in Dismal Key?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 227 in the Dismal Key area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Dismal Key.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Isles of Capri Rental Villas and Private Getaways in Naples, Florida | 69 |
| Hammock Bay Rental Villas and Private Getaways in Naples, Florida | 854 |
| Whisper Trace Rental Villas and Private Getaways in Naples, Florida | 399 |
| Big Cypress Rental Villas and Private Getaways in Naples, Florida | 477 |
| Mallards Landing Rental Villas and Private Getaways in Naples, Florida | 364 |
| Cranberry Crossing Rental Villas and Private Getaways in Naples, Florida | 368 |
