Cudjoe Key
2 guests

Adults:

2

Children:

0

Child’s age:

Cudjoe Key

Nov 12 - Nov 13 ·
2 guests

Cudjoe Key Vacation Rentals

Cudjoe Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 20 stays assessed to highlight the standout picks

Navigation

1. Nautilus...Ocean Front Cottage Retreat ~

2. Pelican'S Roost, Waterfront Comfort At Venture Out

3. Tidewater Views By Last Key Realty

4. Tree Top Paradise

Cheap Vacation Rentals in Cudjoe Key Florida

5. Turtle Cove Views By Last Key Realty

6. Oceania... Water Front Cottage Retreat ~

7. Dolphin Daydreams By Last Key Realty

Pet Friendly Vacation Rentals Cudjoe Key

8. Island Oasis ~ Your Paradise Awaits!

9. Cj286Flr Lux-Parrotfish Point

10. Cj295Flr Hawkins Lookout

Cudjoe Key Luxury Vacation Rentals

  • Private beach
Nautilus...Ocean Front Cottage Retreat ~ Nautilus...Ocean Front Cottage Retreat ~

Nautilus...Ocean Front Cottage Retreat ~

701 Spanish Main Drive
3.8 km (2.4 mi) from city center
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Hosting up to 6 guests, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is located in a beach area, about a 10-minute drive from Summerland Key Island. This Cudjoe Key villa offers a heated pool as well as a Jacuzzi to unwind after a busy day.

Highlights at this 2-bathroom villa include a sundeck and a picnic area, as well as snorkelling, canyoning, and fisheries for sport lovers.

9.3
21 reviews
~ US$426 / night

Nautilus...Ocean Front Cottage Retreat ~

3.8 km (2.4 mi) from city center
79
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Nautilus...Ocean Front Cottage Retreat ~

Hosting up to 6 guests, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key is located in a beach area, about a 10-minute drive from Summerland Key Island. This Cudjoe Key villa offers a heated pool as well as a Jacuzzi to unwind after a busy day.

Highlights at this 2-bathroom villa include a sundeck and a picnic area, as well as snorkelling, canyoning, and fisheries for sport lovers.

9.3
21 reviews
From US$ 426 / night
  • Private beach
Pelican'S Roost, Waterfront Comfort At Venture Out Pelican'S Roost, Waterfront Comfort At Venture Out

Pelican'S Roost, Waterfront Comfort At Venture Out

701 Spanish Main Drive Unit 454
3.8 km (2.3 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Pelican'S Roost, Waterfront Comfort At Venture Out Cudjoe Key villa is located a 25-minute walk from Veterans Memorial Park and invites guests to join lawn tennis, mini golf, and cycling. Featuring a Jacuzzi, the 2-bedroom holiday home is suitable for 5 people.

This accommodation features an outdoor swimming pool along with yoga instruction.

8.9
23 reviews
~ US$405 / night

Pelican'S Roost, Waterfront Comfort At Venture Out

3.8 km (2.3 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Live entertainment
  • Pool with view

Pelican'S Roost, Waterfront Comfort At Venture Out

Pelican'S Roost, Waterfront Comfort At Venture Out Cudjoe Key villa is located a 25-minute walk from Veterans Memorial Park and invites guests to join lawn tennis, mini golf, and cycling. Featuring a Jacuzzi, the 2-bedroom holiday home is suitable for 5 people.

This accommodation features an outdoor swimming pool along with yoga instruction.

8.9
23 reviews
From US$ 405 / night
Tidewater Views By Last Key Realty Tidewater Views By Last Key Realty

Tidewater Views By Last Key Realty

701 Spanish Main Dr #594
3.7 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tennis court
  • Spa centre
  • Jacuzzi

During the stay at Tidewater Views By Last Key Realty Cudjoe Key villa, guests can indulge in a Jacuzzi or visit Sunrise Beach Resort, located 25 minutes' walk away. Located a mere 1.3 km from American Shoal Lighthouse, the 2-bedroom holiday home provides Wi-Fi and private car parking.

10
1 reviews
~ US$333 / night

Tidewater Views By Last Key Realty

3.7 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tennis court
  • Spa centre
  • Jacuzzi

Tidewater Views By Last Key Realty

During the stay at Tidewater Views By Last Key Realty Cudjoe Key villa, guests can indulge in a Jacuzzi or visit Sunrise Beach Resort, located 25 minutes' walk away. Located a mere 1.3 km from American Shoal Lighthouse, the 2-bedroom holiday home provides Wi-Fi and private car parking.

10
1 reviews
From US$ 333 / night

Cheap Vacation Rentals in Cudjoe Key Florida

  • Guest favorite
Tree Top Paradise Tree Top Paradise

Tree Top Paradise

701 Spanish Main Drive 179
4.1 km (2.6 mi) from city center
78
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Billiard tables
  • Saltwater pool

The 2-bedroom Tree Top Paradise Cudjoe Key villa is located about 25 minutes' walk from the privately owned Melody Key Island and allows guests to enjoy canyoning, cycling, and billiard. Offering an outdoor swimming pool, the property invites guests to visit Gopher Key, located merely 1 km away.

This accommodation has a Jacuzzi for relaxation along with a sunbathing terrace, a picnic area, and a play area for leisure.

8.8
53 reviews
~ US$237 / night

Tree Top Paradise

4.1 km (2.6 mi) from city center
78
  • BBQ facilities
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Billiard tables
  • Saltwater pool

Tree Top Paradise

The 2-bedroom Tree Top Paradise Cudjoe Key villa is located about 25 minutes' walk from the privately owned Melody Key Island and allows guests to enjoy canyoning, cycling, and billiard. Offering an outdoor swimming pool, the property invites guests to visit Gopher Key, located merely 1 km away.

This accommodation has a Jacuzzi for relaxation along with a sunbathing terrace, a picnic area, and a play area for leisure.

8.8
53 reviews
From US$ 237 / night
Turtle Cove Views By Last Key Realty Turtle Cove Views By Last Key Realty

Turtle Cove Views By Last Key Realty

701 Spanish Main Dr #524
3.8 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Sun loungers

Offering a hot tub for a relaxing experience, Turtle Cove Views By Last Key Realty Cudjoe Key villa is located 3.2 km from Summerland Key Island. Providing guests with Wi-Fi and private car parking, the 2-bedroom holiday home is 25 minutes on foot from Gopher Key.

8.5
2 reviews
~ US$361 / night

Turtle Cove Views By Last Key Realty

3.8 km (2.3 mi) from city center
79
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Sun loungers

Turtle Cove Views By Last Key Realty

Offering a hot tub for a relaxing experience, Turtle Cove Views By Last Key Realty Cudjoe Key villa is located 3.2 km from Summerland Key Island. Providing guests with Wi-Fi and private car parking, the 2-bedroom holiday home is 25 minutes on foot from Gopher Key.

8.5
2 reviews
From US$ 361 / night
Oceania... Water Front Cottage Retreat ~ Oceania... Water Front Cottage Retreat ~

Oceania... Water Front Cottage Retreat ~

701 Spanish Main Drive
3.9 km (2.4 mi) from city center
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

During the stay at Oceania.. Water Front Cottage Retreat ~ Cudjoe Key, guests can indulge in a Jacuzzi and a sauna or visit Veterans Memorial Park, located a 25-minute walk away. Located 2.5 km from Sunrise Beach Resort, the 2-bedroom villa provides Wi-Fi and a car park.

The 2-bathroom villa has a terrace to relax on after a busy day, along with an outdoor swimming pool. Sport activities include snorkelling, diving, and canyoning.

7.6
17 reviews
~ US$454 / night

Oceania... Water Front Cottage Retreat ~

3.9 km (2.4 mi) from city center
70
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Pool with view

Oceania... Water Front Cottage Retreat ~

During the stay at Oceania.. Water Front Cottage Retreat ~ Cudjoe Key, guests can indulge in a Jacuzzi and a sauna or visit Veterans Memorial Park, located a 25-minute walk away. Located 2.5 km from Sunrise Beach Resort, the 2-bedroom villa provides Wi-Fi and a car park.

The 2-bathroom villa has a terrace to relax on after a busy day, along with an outdoor swimming pool. Sport activities include snorkelling, diving, and canyoning.

7.6
17 reviews
From US$ 454 / night

Pet Friendly Vacation Rentals Cudjoe Key

  • Great deal
Dolphin Daydreams By Last Key Realty Dolphin Daydreams By Last Key Realty

Dolphin Daydreams By Last Key Realty

701 Spanish Main Drive #631
3.7 km (2.3 mi) from city center
80
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Sun loungers

Located merely 1.3 km from American Shoal Lighthouse, the 2-bedroom Dolphin Daydreams By Last Key Realty Cudjoe Key villa boasts a heated pool with a Jacuzzi.

10
1 reviews

Dolphin Daydreams By Last Key Realty

3.7 km (2.3 mi) from city center
80
  • Free parking
  • Ironing facilities
  • Tea and coffee facilities
  • Tennis court
  • Spa centre
  • Sun loungers

Dolphin Daydreams By Last Key Realty

Located merely 1.3 km from American Shoal Lighthouse, the 2-bedroom Dolphin Daydreams By Last Key Realty Cudjoe Key villa boasts a heated pool with a Jacuzzi.

10
1 reviews
Island Oasis ~ Your Paradise Awaits! Island Oasis ~ Your Paradise Awaits!

Island Oasis ~ Your Paradise Awaits!

701 Spanish Main Drive
3.9 km (2.4 mi) from city center
76
  • BBQ facilities
  • Car park
    Charges may apply
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Outdoor swimming pool

During the stay at the 2-bedroom Island Oasis ~ Your Paradise Awaits! Cudjoe Key villa, guests can indulge in fisheries or visit Veterans Memorial Park, located around 25 minutes' walk away. Featuring a Jacuzzi, this property is 4.7 km from Knockemdown Key.

Guests can also unwind in an outdoor swimming pool, while enjoying views over the sea.

8
4 reviews
~ US$427 / night

Island Oasis ~ Your Paradise Awaits!

3.9 km (2.4 mi) from city center
76
  • BBQ facilities
  • Car park
    Charges may apply
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Outdoor swimming pool

Island Oasis ~ Your Paradise Awaits!

During the stay at the 2-bedroom Island Oasis ~ Your Paradise Awaits! Cudjoe Key villa, guests can indulge in fisheries or visit Veterans Memorial Park, located around 25 minutes' walk away. Featuring a Jacuzzi, this property is 4.7 km from Knockemdown Key.

Guests can also unwind in an outdoor swimming pool, while enjoying views over the sea.

8
4 reviews
From US$ 427 / night
  • Beach access
Cj286Flr Lux-Parrotfish Point Cj286Flr Lux-Parrotfish Point

Cj286Flr Lux-Parrotfish Point

1176 Hakluyt Lane
4.2 km (2.6 mi) from city center
  • Air conditioning
  • Heating

Situated only 300 metres from Gopher Key, the 3-bedroom Cj286Flr Lux-Parrotfish Point Villa Cudjoe Key is suitable for 6 guests and provides a swimming pool to relax in. Located around a 10-minute ride from the privately owned Melody Key Island, this Cudjoe Key holiday home features snorkelling, canyoning, and mini golf.

Cj286Flr Lux-Parrotfish Point

4.2 km (2.6 mi) from city center
  • Air conditioning
  • Heating

Cj286Flr Lux-Parrotfish Point

Situated only 300 metres from Gopher Key, the 3-bedroom Cj286Flr Lux-Parrotfish Point Villa Cudjoe Key is suitable for 6 guests and provides a swimming pool to relax in. Located around a 10-minute ride from the privately owned Melody Key Island, this Cudjoe Key holiday home features snorkelling, canyoning, and mini golf.

Cudjoe Key Vacation Rentals Oceanfront

Cj295Flr Hawkins Lookout Cj295Flr Hawkins Lookout

Cj295Flr Hawkins Lookout

22910 Hawkins Ln
4.0 km (2.5 mi) from city center
  • Free parking
  • Air conditioning
  • Heating
  • Table tennis

During the stay at the 3-bedroom Cj295Flr Hawkins Lookout Villa Cudjoe Key, guests can indulge in windsurfing, snorkelling, and table tennis or visit American Shoal Lighthouse, located 2.4 km away.

Cj295Flr Hawkins Lookout

4.0 km (2.5 mi) from city center
  • Free parking
  • Air conditioning
  • Heating
  • Table tennis

Cj295Flr Hawkins Lookout

During the stay at the 3-bedroom Cj295Flr Hawkins Lookout Villa Cudjoe Key, guests can indulge in windsurfing, snorkelling, and table tennis or visit American Shoal Lighthouse, located 2.4 km away.

Cj314Flr The Mermaid Manor Cj314Flr The Mermaid Manor

Cj314Flr The Mermaid Manor

1033 Labat Ln
4.3 km (2.7 mi) from city center
  • Air conditioning
  • Heating

Located a mere 9 minutes' walk from Gopher Key, the 4-bedroom Cj314Flr The Mermaid Manor Cudjoe Key villa offers a swimming pool for guests to relax by. This accommodation features opportunities for snorkelling, diving, and canyoning in the area, 3.9 km from Summerland Key Island.

Cj314Flr The Mermaid Manor

4.3 km (2.7 mi) from city center
  • Air conditioning
  • Heating

Cj314Flr The Mermaid Manor

Located a mere 9 minutes' walk from Gopher Key, the 4-bedroom Cj314Flr The Mermaid Manor Cudjoe Key villa offers a swimming pool for guests to relax by. This accommodation features opportunities for snorkelling, diving, and canyoning in the area, 3.9 km from Summerland Key Island.

Howard House By The Sea Howard House By The Sea

Howard House By The Sea

701 Spanish Main Drive
4.3 km (2.7 mi) from city center
76
  • Picnic area/ Tables
  • Free parking
  • Express check-in/ -out
  • Heating
  • Billiard tables
  • Sun terrace

Situated approximately a 25-minute walk from American Shoal Lighthouse, the 2-bedroom Howard House By The Sea Cudjoe Key villa offers guests to enjoy a sundeck and a picnic area. Featuring a hot tub, this accommodation is 4.5 km from Kemp Channel.

Boasting a swimming pool, the property offers opportunities for snorkelling, diving, and billiard to stay active during your trip.

Howard House By The Sea

4.3 km (2.7 mi) from city center
76
  • Picnic area/ Tables
  • Free parking
  • Express check-in/ -out
  • Heating
  • Billiard tables
  • Sun terrace

Howard House By The Sea

Situated approximately a 25-minute walk from American Shoal Lighthouse, the 2-bedroom Howard House By The Sea Cudjoe Key villa offers guests to enjoy a sundeck and a picnic area. Featuring a hot tub, this accommodation is 4.5 km from Kemp Channel.

Boasting a swimming pool, the property offers opportunities for snorkelling, diving, and billiard to stay active during your trip.

Cudjoe Key Vacation Rentals with Private Pool

  • Top location
Beachfront • Heated Pool • Hot Tub • Oceanview Beachfront • Heated Pool • Hot Tub • Oceanview

Beachfront • Heated Pool • Hot Tub • Oceanview

125 Colson Drive
1.9 km (1.2 mi) from city center
177
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Situated within 3 km of Cudjoe Bay, the 4-bedroom Beachfront • Heated Pool • Hot Tub • Oceanview Cudjoe Key villa entices guests to explore various tourist attractions in the area.

Beachfront • Heated Pool • Hot Tub • Oceanview

1.9 km (1.2 mi) from city center
177
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Beachfront • Heated Pool • Hot Tub • Oceanview

Situated within 3 km of Cudjoe Bay, the 4-bedroom Beachfront • Heated Pool • Hot Tub • Oceanview Cudjoe Key villa entices guests to explore various tourist attractions in the area.

Canal-Front Gem W/ Peekaboo Views In Cudjoe Key! Canal-Front Gem W/ Peekaboo Views In Cudjoe Key!

Canal-Front Gem W/ Peekaboo Views In Cudjoe Key!

22968 Long Ben Ln
3.6 km (2.3 mi) from city center
89
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Terrace

Offering a location a 10-minute ride from Kemp Channel, Canal-Front Gem W/ Peekaboo Views In Cudjoe Key! villa gives access to various tourist spots in the area.

Canal-Front Gem W/ Peekaboo Views In Cudjoe Key!

3.6 km (2.3 mi) from city center
89
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Terrace

Canal-Front Gem W/ Peekaboo Views In Cudjoe Key!

Offering a location a 10-minute ride from Kemp Channel, Canal-Front Gem W/ Peekaboo Views In Cudjoe Key! villa gives access to various tourist spots in the area.

Oceanview Retreat With Private Seawall Oceanview Retreat With Private Seawall

Oceanview Retreat With Private Seawall

701 Spanish Main Dr #198
4.3 km (2.7 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

The 2-bedroom Oceanview Retreat With Private Seawall Cudjoe Key villa is located merely a 12-minute walk from Gopher Key and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for 4 guests, the holiday home offers canyoning and fisheries to diversify guests' leisure.

Guests can benefit from a terrace and a picnic area as well as relax using a Jacuzzi.

~ US$849 / night

Oceanview Retreat With Private Seawall

4.3 km (2.7 mi) from city center
80
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Tennis court
  • Pool with view

Oceanview Retreat With Private Seawall

The 2-bedroom Oceanview Retreat With Private Seawall Cudjoe Key villa is located merely a 12-minute walk from Gopher Key and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for 4 guests, the holiday home offers canyoning and fisheries to diversify guests' leisure.

Guests can benefit from a terrace and a picnic area as well as relax using a Jacuzzi.

From US$ 849 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Cudjoe Key, selected based on their rating

Name of hotel Accommodation Rating Price, $
Nautilus...Ocean Front Cottage Retreat ~

9.3 / 10

(21 Reviews)

From 426$
Pelican'S Roost, Waterfront Comfort At Venture Out

8.9 / 10

(23 Reviews)

From 405$
Tidewater Views By Last Key Realty

10.0 / 10

(1 Reviews)

From 333$
Tree Top Paradise

8.8 / 10

(53 Reviews)

From 237$
Turtle Cove Views By Last Key Realty

8.5 / 10

(2 Reviews)

From 361$

Frequently Asked Questions

Which Cudjoe Key vacation rentals offer ocean views?

Oceanview Retreat With Private Seawall provides stunning views of the ocean. You can enjoy sunsets right from your terrace at Nautilus Ocean Front Cottage Retreat.

Tip:

Book your stay during the off-peak season from May to October for the best rates.

What are the best vacation rentals close to the beach?

Beachfront * Heated Pool * Hot Tub * Oceanview offers direct beach access. You can also enjoy beach activities from Pelican's Roost, Waterfront Comfort At Venture Out.

Tip:

Plan your beach day during the week to avoid crowded weekends; surf lessons are often cheaper on weekdays.

Are there pet-friendly vacation rentals in Cudjoe Key?

Tidewater Views By Last Key Realty is a great option for travelers with pets. It's also close to dog-friendly parks.

Tip:

Check local pet policies and book ahead to ensure availability for your furry friend.

Which rentals provide hot tubs or jacuzzis?

The Beachfront * Heated Pool * Hot Tub * Oceanview features a hot tub. Relax in style at Dolphin Daydreams By Last Key Realty, which also offers luxurious amenities.

Tip:

Visit in the evenings for the best hot tub experience under the stars.

What vacation rentals have two bedrooms?

Cj314Flr The Mermaid Manor features spacious two-bedroom accommodations. This is ideal for families or groups visiting together.

Tip:

Secure your rental at least a month in advance, especially for popular summer dates.

Which rentals in Cudjoe Key cater to families?

Oceanview Retreat With Private Seawall is suitable for families with kids, providing ample space and activities. Tree Top Paradise also offers a family-friendly environment amidst nature.

Tip:

Stock up on groceries at local markets to save on meals and snacks during your stay.

Which vacation rentals provide easy access to local attractions?

Island Oasis ~ Your Paradise Awaits! and Turtle Cove Views By Last Key Realty provide convenient access to local attractions like fishing, snorkeling, and nature trails.

Tip:

Plan day trips to nearby attractions early to maximize your time and discover hidden gems.

What unique local experiences should I explore in Cudjoe Key?

To experience Cudjoe Key, try snorkeling at nearby reefs or take a boat tour to spot dolphins. Visit local eateries for fresh seafood.

Tip:

Book a sunset boat tour for a scenic view and unique local wildlife sightings.

How can I navigate Cudjoe Key efficiently?

Consider renting a bike or car to explore Cudjoe Key and nearby islands easily. Public transport is limited, but roads are easy to navigate.

Tip:

Go biking early in the morning to enjoy cooler weather and quieter trails.

What seasonal events should I look for during my visit?

Cudjoe Key hosts fun events like the annual Cudjoe Fest in spring, which features food, music, and local crafts. During summer, enjoy fireworks shows for festivities.

Tip:

Check local schedules a few weeks ahead to plan your visit around these exciting events.

Location