Cudjoe Key
2 guests

Adults:

2

Children:

0

Child’s age:

Cudjoe Key

Sep 28 - Sep 29 ·
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
Hotel Image Hotel Image

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

Located about a 10-minute drive from Summerland Key, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key entices guests to relax in a Jacuzzi. Guests can enjoy snorkelling, canoeing, and fishing at this Cudjoe Key villa, located 2.5 km from the Sunrise Beach Resort.

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 ~

Located about a 10-minute drive from Summerland Key, the 2-bedroom Nautilus..Ocean Front Cottage Retreat ~ Cudjoe Key entices guests to relax in a Jacuzzi. Guests can enjoy snorkelling, canoeing, and fishing at this Cudjoe Key villa, located 2.5 km from the Sunrise Beach Resort.

9.3
21 reviews
From US$ 426 / night
  • Private beach
Hotel Image Hotel Image

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.

Those, who want to stay active, can benefit from 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.

Those, who want to stay active, can benefit from yoga instruction.

8.9
23 reviews
From US$ 405 / night
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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

Tidewater Views By Last Key Realty Cudjoe Key villa enjoys a convenient location, 16 minutes' walk from the American Shoal Lighthouse, and offers guests to unwind in a Jacuzzi. Offering a spa salon, the 2-bedroom holiday home can accommodate up to 6 guests.

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

Tidewater Views By Last Key Realty Cudjoe Key villa enjoys a convenient location, 16 minutes' walk from the American Shoal Lighthouse, and offers guests to unwind in a Jacuzzi. Offering a spa salon, the 2-bedroom holiday home can accommodate up to 6 guests.

10
1 reviews
From US$ 333 / night

Cheap Vacation Rentals in Cudjoe Key Florida

  • Guest favorite
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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 canoeing, cycling, and pool. Offering a swimming pool, the property invites guests to visit Gopher Key, located merely 1 km away.

Relax at a Jacuzzi, where you can enjoy the rest in full.

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 canoeing, cycling, and pool. Offering a swimming pool, the property invites guests to visit Gopher Key, located merely 1 km away.

Relax at a Jacuzzi, where you can enjoy the rest in full.

8.8
53 reviews
From US$ 237 / night
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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. Providing guests with Wi-Fi and private 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. Providing guests with Wi-Fi and private parking, the 2-bedroom holiday home is 25 minutes on foot from Gopher Key.

8.5
2 reviews
From US$ 361 / night
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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

Offering a Jacuzzi and a sauna for a relaxing experience, Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is located a 25-minute walk from Veterans Memorial Park. The 2-bedroom villa features opportunities for snorkelling, diving, and canoeing in the area, 2.5 km from the Sunrise Beach Resort.

This Cudjoe Key property also includes a hot tub and a sauna near a private swimming pool.

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 ~

Offering a Jacuzzi and a sauna for a relaxing experience, Oceania.. Water Front Cottage Retreat ~ Cudjoe Key is located a 25-minute walk from Veterans Memorial Park. The 2-bedroom villa features opportunities for snorkelling, diving, and canoeing in the area, 2.5 km from the Sunrise Beach Resort.

This Cudjoe Key property also includes a hot tub and a sauna near a private swimming pool.

7.6
17 reviews
From US$ 454 / night

Pet Friendly Vacation Rentals Cudjoe Key

  • Great deal
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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 the American Shoal Lighthouse, Dolphin Daydreams By Last Key Realty Cudjoe Key villa boasts a heated swimming 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 the American Shoal Lighthouse, Dolphin Daydreams By Last Key Realty Cudjoe Key villa boasts a heated swimming pool with a Jacuzzi.

10
1 reviews
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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 fishing or visit Veterans Memorial Park, located around 25 minutes' walk away. Featuring a Jacuzzi, this property is 4.7 km from the Knockemdown Key.

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 fishing or visit Veterans Memorial Park, located around 25 minutes' walk away. Featuring a Jacuzzi, this property is 4.7 km from the Knockemdown Key.

8
4 reviews
From US$ 427 / night
  • Beach access
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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, Cj286Flr Lux-Parrotfish Point Villa Cudjoe Key ensures a great leisure experience by offering snorkelling, canoeing, and mini golf. Offering a private swimming pool, the Cudjoe Key villa invites guests to visit Summerland Key, located about a 10-minute ride away.

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, Cj286Flr Lux-Parrotfish Point Villa Cudjoe Key ensures a great leisure experience by offering snorkelling, canoeing, and mini golf. Offering a private swimming pool, the Cudjoe Key villa invites guests to visit Summerland Key, located about a 10-minute ride away.

Cudjoe Key Vacation Rentals Oceanfront

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Cj295Flr Hawkins Lookout

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

Cj295Flr Hawkins Lookout Villa Cudjoe Key is located 2.5 km from the Sunrise Beach Resort and welcomes its guests to enjoy windsurfing, snorkelling, and ping-pong.

Cj295Flr Hawkins Lookout

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

Cj295Flr Hawkins Lookout

Cj295Flr Hawkins Lookout Villa Cudjoe Key is located 2.5 km from the Sunrise Beach Resort and welcomes its guests to enjoy windsurfing, snorkelling, and ping-pong.

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Cj314Flr The Mermaid Manor

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

At Cj314Flr The Mermaid Manor Cudjoe Key villa, guests can enjoy snorkelling, diving, and canoeing as well as a location a mere 9 minutes' walk from Gopher Key.

Cj314Flr The Mermaid Manor

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

Cj314Flr The Mermaid Manor

At Cj314Flr The Mermaid Manor Cudjoe Key villa, guests can enjoy snorkelling, diving, and canoeing as well as a location a mere 9 minutes' walk from Gopher Key.

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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

Featuring a swimming pool, the 2-bedroom Howard House By The Sea Cudjoe Key villa is suitable for up to 4 people and is located approximately a 25-minute walk from the American Shoal Lighthouse. Providing guests with Wi-Fi and a private parking lot, this accommodation is 4.5 km from Kemp Channel.

The property features a sun terrace as well as a hot tub. The surrounding area offers to enjoy snorkelling, diving, and billiards.

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

Featuring a swimming pool, the 2-bedroom Howard House By The Sea Cudjoe Key villa is suitable for up to 4 people and is located approximately a 25-minute walk from the American Shoal Lighthouse. Providing guests with Wi-Fi and a private parking lot, this accommodation is 4.5 km from Kemp Channel.

The property features a sun terrace as well as a hot tub. The surrounding area offers to enjoy snorkelling, diving, and billiards.

Cudjoe Key Vacation Rentals with Private Pool

  • Top location
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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.

Hotel Image Hotel Image

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

Situated a 10-minute ride from Kemp Channel, Canal-Front Gem W/ Peekaboo Views In Cudjoe Key! villa invites guests to relax at a terrace.

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!

Situated a 10-minute ride from Kemp Channel, Canal-Front Gem W/ Peekaboo Views In Cudjoe Key! villa invites guests to relax at a terrace.

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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 invites guests to enjoy a terrace. Suitable for up to 4 people, the holiday home provides a Jacuzzi, as well as canoeing and fishing.

~ 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 invites guests to enjoy a terrace. Suitable for up to 4 people, the holiday home provides a Jacuzzi, as well as canoeing and fishing.

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