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Middle Keys Properties Key West & Lower Keys Properties by number of bedrooms.

(Click here to see Key West Properties
in order of Alphabetical order.)

Upper Keys Properties


About Rates:The rates below reflect a range, from Low (Fall) to Peak (Holidays & Events). The actual High Season rates (Winter to Summer) vary widely, but are usually closer to the Peak rates than the Fall rates, so please do not assume the lowest rate applies to your dates. Please contact us for availability, and for the exact rates for your dates.

Click Here to learn more About Rates & Availability.


Key West & Lower Keys - Studios & One Bedroom
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Cottage # 729 Rear Studio $2,575 $1,385
Cottage # 729 Up Studio $2,435 $1,175
Southernmost Studios Studio $2,085 $1,105
Cottage # 512-5A Studio contact us contact us
Cottage # 516-4 Studio contact us contact us
Cottage # 706-1 1/1 $2,785 $1,385
Cottage # 708-1 1/1 $2,365 $1,105
Cottage # 714-2 1/1 $2,715 $1,315
Margaritavillas 1/1 $1,800 $1,000
Townhome #921-4 1/1 $2,435 $1,245
Townhome #921-8 1/1 $2,435 $1,245
Cottage # 512-5 1/1 contact us contact us
Cottage # 516-1 1/1 contact us contact us
Cottage # 516-2 1/1 contact us contact us


Key West & Lower Keys - Two Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Cottage # 706-2 2/1 $2,785 $1,385
Margaritavillas 2/1 $2,000 $1,200
Private Home # 830 2/1 $3,065 $1,665
Conch Lane 2/1.5 $2,450 $1,400
Poolside Court 2/1.5 $2,850 $1,800
Atlantic Breeze 2 BR 2/2 $3,000 $1,350
Conch Village 2/2 $2,650 $1,200
Cottage # 108 2/2 $2,650 $1,600
Cottage # 202-1 2/2 $2,650 $1,600
Cottage # 204-1 2/2 $2,650 $1,600
Cottage # 512-6 2/2 contact us contact us
Cottage # 708-2 2/2 $3,205 $1,805
Cottage # 714-9 2/2 $3,205 $1,805
Harborfront Retreat 2/2 $3,135 $1,735
Margaritavillas 2/2 $2,200 $1,400
Paradise Island Villas 2/2 $2,650 $1,650
Private Home # 508 2/2 $3,205 $1,805
Private Home # 1400-B 2/2 $3,205 $1,805
Spring Fling 2/2 $2,450 $1,400
Sunset Harbor 2/2 $3,675 $2,400
Townhome #411-B 2/2 $3,150 $2,000
Townhome #413-B 2/2 $3,150 $2,000
Cottage # 516-3 2/2 contact us contact us
Conch Lane 2/2.5 $2,650 $1,600
Conch Row 2/2.5 $2,850 $1,800
Duval Village 2/2.5 $2,450 $1,550
Poolside Court 2/2.5 $2,850 $1,800
Private Home # 611 2/2.5 $4,185 $2,785
Sunset Harbor 2/2.5 $3,675 $2,400
Townhome # 108 2/2.5 $3,675 $2,500


Key West & Lower Keys - Three Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Sunset Harbor 3/.25 $4,750 $3,000
Conch Lane 3/2 $3,675 $2,500
Margaritavillas 3/2 $3,675 $2,500
Paradise Island Villas 3/2 $2,950 $1,950
Private Home # 729 3/2 $4,255 $2,855
Private Home # 1400-A 3/2 $3,835 $2,435
Sand Cabana 3/2 $4,500 $2,500
Sunset Harbor 3/2 $4,750 $3,000
Beach Front Villa 3/2.5 $4,500 $3,000
Private Home # 535 3/2.5 $5,165 $3,065
Private Home # 1011-3 3/2.5 $4,250 $2,850
Conch Village 3/3 $3,000 $1,500
Harborfront Retreat 3/3 $3,835 $2,435
Private Home # 509-N 3/3 contact us contact us
Sunset Harbor 3/3 $4,750 $3,000
Private Home # 318 3/3.5 $6,500 $4,500
Private Home # 314 3/4 $6,500 $4,500


Key West & Lower Keys - Four Bedrooms & Up
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Atlantic Breeze 4 BR 4/2 $5,500 $2,650
Townhome # 219 4/2 $3,835 $2,435
Coral Palms 4/3 $6,000 $3,000
Private Home # 100-1 4/3 $6,500 $4,500
Private Home # 500 4/3 $5,500 $3,500
Private Home # 514 4/3 $6,500 $4,500
Private Home # 102 4/3.5 $4,750 $3,000
Sea Watch 4/3.5 $5,500 $3,500
Harborfront Retreat 4/4 $4,535 $3,135
Private Home # 118-A 4/4 $7,500 $4,500
Private Home # 316 4/4 $7,500 $5,500
Private Home # 320 4/4 $7,500 $5,500
Sand Castle 5/3.5 $8,000 $4,500
Private Home # 509-S 5/4 $5,000 $8,500
Summertime 5/4 $8,000 $4,500
Atlantic Breeze Estate 6/4 $7,500 $3,750


Key West & Lower Keys Monthly Rentals by number of bedrooms.
Please contact us for rates on Monthly Rental properties.

Property Name BR/BA
Island Bungalow 1/1
Ocean Gallery 1/1
Key West Charm 1/1 and 2/2
Dolphin Beach Retreat 2/2
Emerald Vista 2/2
Island House 2/2
Sunset Bay 2/2
Under the Sea 2/2
Private Home # 316W 2+Den/2
Captains Hideaway 3/2
Front Row Seats 3/2
Key Lime Pie 3/2
Private Haven 3/2
Sea View 3/2
Seaport Palms 3/2
Towering Palms 3/2
Truly Conch 3/2
Winter Haven 3/2
Ocean Blue 3/3
Conch Manor 4/2
Gulf Retreat 4/2
Victorian Secret 4/2.5
Paradise Key 4/3
Captain's Folly 4/3.5
Water's Edge 4/4
Bella Vista 4/4.5



Middle Keys Properties by number of bedrooms.
(Click here to see Middle Keys Properties in Alphabetical order.)


About Rates:The rates below reflect a range, from Low (Fall) to Peak (Holidays & Events). The actual High Season rates (Winter to Summer) vary widely, but are usually closer to the Peak rates than the Fall rates, so please do not assume the lowest rate applies to your dates. Please contact us for availability, and for the exact rates for your dates.

Click Here to learn more About Rates & Availability.


Upper Keys Key West

Middle Keys - Studios & One Bedroom
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Admiral's Hideaway 2/2 $2,600 $1,400

Middle Keys - Two Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Blue View 2/2 $3,350 $1,200
Tiki Terrace 2/2 $1,850 $1,250
Bay Breezes 2/2.5 $1,950 $1,250
Gulf Front 2/2.5 $2,150 $1,450
Gulf Getaway 2/2.5 $1,750 $1,250
Gulf Haven 2/2.5 $1,850 $1,350
Gulf Paradise One 2/2.5 $2,150 $1,450
Gulf Paradise Two 2/2.5 $2,150 $1,450
Gulf Perch 2/2.5 $1,900 $1,400
Margarita Villa 2/2.5 $1,800 $1,300
Palm View 2/2.5 $1,500 $1,000
Pool View 2/2.5 $1,500 $1,000

Middle Keys - Three Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Beach Chalet 3/2 $4,000 $2,400
Beach Haven 3/2 $4,000 $2,400
Beach Sanctuary 3/2 $4,000 $2,400
Emerald Palms 3/2 $2,650 $1,550
Havana Daydreamin' 3/2 $4,000 $2,400
Island Colors 3/2 $3,150 $2,150
Palm Oasis 3/2 $3,350 $1,800
Southern Comfort 3/2 $2,950 $1,950
Emerald Isle 3/2.5 $2,150 $1,450
Heart of Paradise 3/2.5 $2,400 $1,250
Emerald Playground 3/3 $3,000 $1,800
Mariner's Hideaway 3/3 $2,800 $1,600

Middle Keys - Four Bedrooms & Up
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Reflections 4/2 $6,000 $3,000
Gulf Watch 4/3 $5,500 $3,250
Private Home # 4-I 4/3 $5,000 $3,500
Sea Chalet 4/3 $5,000 $3,500
Sombrero Lane 4/3 $5,000 $2,650
Sombrero Splendor 4/3 $4,500 $2,250
On Green Dolphin Street 4/4 $6,000 $2,500
Admiral's Landing 5/3 $7,500 $4,500
The Blue Lagoon 5/4 $10,000 $5,000
Admiral's Playground 6/5 $6,500 $4,500
Grand Paradise 6/5 $12,000 $6,000
African Palms 7/4 $7,500 $4,500


Upper Keys Properties by number of bedrooms.

(Click here to see Upper Keys Properties in Alphabetical order.)



About Rates:The rates below reflect a range, from Low (Fall) to Peak (Holidays & Events). The actual High Season rates (Winter to Summer) vary widely, but are usually closer to the Peak rates than the Fall rates, so please do not assume the lowest rate applies to your dates. Please contact us for availability, and for the exact rates for your dates.

Click Here to learn more About Rates & Availability.


Middle Keys Key West

Upper Keys - Studios & One Bedroom
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Oceanpointe 1/1 $1,815 $835
On The Bay 1/1 $2,100 $1,050
Sea Gulls 1/1 $1,600 $1,000

Upper Keys - Two Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Sand Piper 2/1.5 $2,200 $1,350
Sun Flower 2/1.5 $2,200 $1,350
Sailfish Reef 2/2 $2,250 $1,050
Ocean Perch 2/2 $2,100 $975
Sea Gulls 2/2 $1,800 $1,200
The View 2/2 $1,650 $1,050
Oceanpointe 2/2 $2,100 $900
Flip-Flop Beach 2/2 $2,500 $1,500
On The Bay 2/2 $2,600 $1,950
Ocean Roost 2/2 $2,100 $975
Plantation Palms 2/2 $3,500 $2,500
Sea World 2/2 $1,850 $1,250
Beach Rest 2/2 $1,800 $900
Private Home # 95-4 2/2 $4,500 $3,000
Private Home # 134-C 2/2 $2,100 $1,600

Upper Keys - Three Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Beach Delight 3/2 $3,750 $2,750
Private Home # 74-0 3/2 $5,000 $3,850
Treasure Chest 3/2 $3,500 $1,800
Ocean's Edge 3/3 $3,500 $2,500
Ocean Mural 3/3 $2,500 $1,800
Keys Safari 3/3 $3,750 $2,500
Mockingbird House 3/3 $2,250 $1,350
Private Home # 75-90 3/3 $8,500 $6,500
Private Home # 402-G 3/3 $6,000 $4,500
Seaview Villa 3/3 $2,500 $1,800
Private Home # 121-N 3/3 $4,500 $3,000

Upper Keys - Four Bedrooms & Up
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Flamingo Beach 4/3 $5,000 $3,000
Private Home # 85-2 4/3 $4,200 $3,200
Reef Motif 4/3 $5,000 $3,500
Island Oasis 4/3 $5,500 $3,500
Finding Nemo 4/3 $5,000 $3,000
Private Home # 82-5 4/3 $7,000 $5,000
Plantation Palms 4/3.5 $5,500 $3,500
Oceanfront Oasis 4/4 $20,000 $4,200
Ship Ahoy! 4/4 $5,500 $4,000
Private Home # 22-A 4/4 $10,000 $6,000
Private Home # 75-94 4/4 $8,500 $6,500
Private Home # MB-1 4/4 $7,000 $5,500
Private Home # 105-S 5/3 $6,000 $4,500
Private Home # 209-O 5/4 $5,000 $3,500
Seashells & Starfish 7/6 $8,500 $5,000
Casa Contenta 8/5 $9,000 $5,500

Upper Keys Monthly Rentals.
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Cottage # 96-0 1/1 $3,500 $2,500
Private Home # 34-S 2/1 $3,600 $2,600
Private Home # 24-C 3/2 $4,200 $3,200
Private Home # 57-S 3/2 $6,000 $4,000
Private Home # 258-G 3/2 $7,000 $5,000
Private Home # 87-P 3/2 $5,500 $4,500
Crystal Cove 3/3 $15,000 $12,000
Gulfside Harbour 3/3 $10,000 $6,000
Private Home # 35 M 3/3 $15,000 $10,000
Private Home # 243-S 4/2 $7,000 $5,500
Private Home # 254-A 4/2 $9,000 $7,000
Private Home # 40-B 4/3 $8,500 $6,500
Private Home # 58-S 4/3 $18,000 $14,000
Private Home # 109-8 4/3 $10,000 $8,000
Private Home # 356-S 4/3 $10,000 $8,000
Private Home # 352-S 4/3.5 $17,000 $14,000
Private Home #425-L 4/3.5 $10,000 $8,000
High Expectations 4/4 $8,500 $4,500
Private Home # 16-A 5/4 $12,000 $8,000
Private Home # 108 5/6 please call please call

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