New
Condo
10.0(3 Reviews)
1 Bedroom
4 Guests
Parking
Pool
Ocean View
Balcony/Terrace
US $165/Night
7 Nights - US $1,155
Vaca Key Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Vaca Key
10.0
Apartment
10.0(5 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
Air Conditioner
US $357/Night
7 Nights - US $2,499
US $543/Night
7 Nights - US $3,803
New
House
9.8(6 Reviews)
2 Bedrooms
6 Guests
Private Pool- Parking
- Pool
- Ocean View
US $387/Night
7 Nights - US $2,712
House
10.0(2 Reviews)
41 Bedrooms
102 Guests
Hot Tub- Parking
- Pool
- Balcony/Terrace
US $1,593/Night
7 Nights - US $11,151
Boat Rental
9.6(370 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
View
Kitchen
US $275/Night
7 Nights - US $1,922
New
House
8.8(20 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $398/Night
7 Nights - US $2,783
House
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $302/Night
7 Nights - US $2,115
House
9.2(147 Reviews)
1 Bedroom
2 Guests
Oceanfront- Hot Tub
- Pool
- Ocean View
US $229/Night
7 Nights - US $1,606
House
8.8(5 Reviews)
2 Bedrooms
6 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $303/Night
7 Nights - US $2,121
House
10.0(1 Review)
5 Bedrooms
12 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $896/Night
7 Nights - US $6,272
Condo
8.0(2 Reviews)
2 Bedrooms
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $254/Night
7 Nights - US $1,776
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $648/Night
7 Nights - US $4,536
US $268/Night
7 Nights - US $1,875
Condo
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $181/Night
7 Nights - US $1,264
Apartment
1 Bedroom
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $1,441/Night
7 Nights - US $10,090
US $492/Night
7 Nights - US $3,446
House
10.0(77 Reviews)
7 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,013/Night
7 Nights - US $7,092
House
10.0(18 Reviews)
6 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $1,246/Night
7 Nights - US $8,724
House
10.0(11 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,339/Night
7 Nights - US $9,376
House
10.0(4 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Pool
- Ocean View
- View
US $561/Night
7 Nights - US $3,930
House
10.0(2 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,020/Night
7 Nights - US $7,137
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $421/Night
7 Nights - US $2,944
House
9.8(10 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,406/Night
7 Nights - US $9,844
About Casai's Private Villas and Holiday Rentals in Vaca Key
Discover more than 887 vacation rentals available in Vaca Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Vaca Key.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Vaca Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Vaca Key.
With Casai, finding and comparing holiday rentals in Vaca Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 887 Vaca Key, FL Holiday Rentals
- Prices for a holiday home in Vaca Key start at US $86
- Top rated vacation home in Vaca Key is "Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
- Most popular short term in Vaca Key is Blackfin Resort and Marina
- Cheapest place to stay in Vaca Key is Boot Key Harbor Views | 2BR/2BA Waterfront Condo with Heated Saltwater Pool & Boat Slip
- Most expensive holiday rental in Vaca Key is Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
Recently Booked Holiday Rentals in Vaca Key
Frequently Asked Questions About Vaca Key?
What are the top holiday rentals in Vaca Key?
With numerous options available in Vaca Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Vaca Key:
- "Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
- Waterfront Luxury Living Inside & Out, Right on the Gulf of Mexico!
- Canal Home with Direct Ocean Access, 75' dock, Hammock, Coconut Trees & More
- Sombrero Beach Villa with Private Pool and Dock
- Walk to Sombrero Beach!
- Pool, Hot Tub, Boat Slip, Kayaks, Dogs Welcome
- Wow! Deep Water Canal, Swimspa Pool, Kayaks, Walk to Ocean Front Tiki Bar!
- Copacabana, Overlooking the Gulf!
- Luxury Waterfront DOCK 4/3 BEACH ICE MACHINE/PRIVATE POOL/HEATER/CHILLER
- Beachfront Home Pool/Tiki/Dock
How many Casai.nz holiday rentals are available in Vaca Key?
As of 2026, Casai boasts over 887 properties listed in the Vaca Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Vaca Key.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Little Venice Vacation Rentals in Florida | 45 |
| Coury Vacation Rentals in Florida | 1892 |
| Indigo Reef Marina Homes Vacation Rentals in Florida | 1874 |
| Coral Lagoon Vacation Rentals in Florida | 1874 |
| Farara Shores Vacation Rentals in Florida | 2286 |
