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Cheap Anne's Beach Hotels

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
$202 nightly
The price is $227 total per night
$227 total
Jun 16 - Jun 17
Total with taxes and fees
0.23 mi from Anne's Beach
With a stay at Caloosa Cove Resort by CoolVacay in Islamorada (Matecumbe), you'll be a 3-minute walk from Sunset Drive Beach and 6 minutes by foot from Anne's Beach.
Pool
Kitchen
Flip-Flops & Sunshine: Islamorada Studio Escape

Flip-Flops & Sunshine: Islamorada Studio Escape

Islamorada FL
0.21 mi from Anne's Beach
With a stay at this condo in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Pool
Kitchen
Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

Islamorada FL
$320 nightly
The price is $355 total per night
$355 total
Jun 16 - Jun 17
Total with taxes and fees
0.21 mi from Anne's Beach
With a stay at this condo in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Pool
Kitchen
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Islamorada FL
0.21 mi from Anne's Beach
With a stay at this condo in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Kitchen
Washer
Coastal Studio Getaway – Second Floor with Partial Water Views

Coastal Studio Getaway – Second Floor with Partial Water Views

Islamorada FL
$224 nightly
The price is $249 total per night
$249 total
Jun 16 - Jun 17
Total with taxes and fees
0.22 mi from Anne's Beach
With a stay at this apartment in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Pool
Kitchen
Tide & Seek: Oceanview Studio Escape in Islamorada

Tide & Seek: Oceanview Studio Escape in Islamorada

Islamorada FL
$224 nightly
The price is $249 total per night
$249 total
Jun 21 - Jun 22
Total with taxes and fees
0.21 mi from Anne's Beach
With a stay at this apartment in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Pool
Kitchen
Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

Islamorada FL
$320 nightly
The price is $355 total per night
$355 total
Jun 16 - Jun 17
Total with taxes and fees
0.21 mi from Anne's Beach
With a stay at this condo in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 5 minutes by foot from Anne's Beach.
Pool
Kitchen
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home

Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home

Islamorada FL
0.28 mi from Anne's Beach
With a stay at this vacation home in Islamorada (Matecumbe), you'll be a 4-minute walk from Sunset Drive Beach and 7 minutes by foot from Anne's Beach.
Pool
Kitchen
Water Front 3/3 Family and Boat Friendly Home, Great Views

Water Front 3/3 Family and Boat Friendly Home, Great Views

Islamorada FL
0.31 mi from Anne's Beach
With a stay at this vacation home in Islamorada (Matecumbe), you'll be within a 10-minute walk of Sunset Drive Beach and Anne's Beach.
Hot Tub
Kitchen
Relaxing waterfront retreat with boat dock & amazing ocean views

Relaxing waterfront retreat with boat dock & amazing ocean views

Islamorada FL
0.34 mi from Anne's Beach
With a stay at this vacation home in Islamorada (Matecumbe), you'll be steps from Anne's Beach and a 2-minute drive from Sunset Drive Beach.
Private Beachfront Paradise

Private Beachfront Paradise

Islamorada FL
0.72 mi from Anne's Beach
With a stay at this vacation home in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and a 1-minute drive from Anne's Beach.
*Charming Beach House directly ON the beach

*Charming Beach House directly ON the beach

Islamorada FL
0.67 mi from Anne's Beach
With a stay at this vacation home in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and a 1-minute drive from Anne's Beach.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Anne's Beach hotels essential information

Accommodation
1,051 hotels
Lowest Price
$227
Highest Price
$355
Popular hotels
Caloosa Cove Resort by CoolVacay, Flip-Flops & Sunshine: Islamorada Studio Escape, Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access, Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views, Coastal Studio Getaway – Second Floor with Partial Water Views, Tide & Seek: Oceanview Studio Escape in Islamorada, Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access, Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home, Water Front 3/3 Family and Boat Friendly Home, Great Views, Relaxing waterfront retreat with boat dock & amazing ocean views, Private Beachfront Paradise, *Charming Beach House directly ON the beach

Most Recent Anne's Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

5 out of 5
Posted 3 hours ago
CheapTickets Verified Review
"We really enjoyed our stay here. We stayed in the family suite. Check-in process was a breeze. The staff were friendly. The rooms were clean, no off odors, beds were comfortable, plenty of space to move around and specially for the kiddos to play. I really enjoyed the balcony area. Although we had access to a kitchenette (with a full size fridge) I didn’t get to use it, but if I would’ve stayed longer I would have definitely taken advantage of it. A restaurant is accessible by a short walk from the hotel. Best part, bar next door right beside the beach. Drinks were delicious. The ambiance was great too. We had access to the pool. Kids had a blast. Laundry room accessible, with fair prices. Overall, we had a wonderful stay, I would definitely recommend. We will definitely come back to this place."
A verified traveler stayed at Caloosa Cove Resort by CoolVacay
Caloosa Cove Resort by CoolVacay

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