Tour Our Properties / Information Request / Florida Keys Beaches / To Do in Key West / To Do in the Keys / About Us / Other Destinations / Home


Truly Conch' Private Pool

Middle Keys Properties

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

Casa Olivia's Private Pool

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 # 526 1/1 $220 $1,550
Cottage # 706-1 1/1 $2,785 $1,385
Cottage # 708-1 1/1 $2,365 $1,105
Margaritavillas 1/1 $1,800 $1,000
Private Home # 417 1/1 $2,750 $2,000
Townhome #921-4 1/1 $2,435 $1,245
Townhome #921-8 1/1 $2,435 $1,245


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
A Heavenly Place 2/2 $3,100 $2,000
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 # 512-2 2/2 contact us contact us
Cottage # 708-2 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 # 1400-B 2/2 $3,205 $1,805
Private Home # 508 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
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 # 108 2/2.5 $3,675 $2,500
Private Home # 611 2/2.5 $4,185 $2,785
Sunset Harbor 2/2.5 $3,675 $2,400


Key West & Lower Keys - Three Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
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 # 1400-A 3/2 $3,835 $2,435
Private Home # 729 3/2 $4,255 $2,855
Sand Cabana 3/2 $4,500 $2,500
Sunset Harbor 3/2 $4,750 $3,000
Sunset Harbor 3/2.5 $4,750 $3,000
On the Beach 3/2.5 $4,500 $3,000
Private Home # 535 3/2.5 $5,165 $3,065
Conch Village 3/3 $3,000 $1,500
Harborfront Retreat 3/3 $3,835 $2,435
Private Home # 100-2 3/3 $5,500 $4,500
Private Home # 509 3/3 $4,500 $3,500
Private Home # 509-N 3/3 contact us contact us
Private Home # 514 3/3 $6,000 $4,500
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 $3,000
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 # 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


Please contact us for rates on Monthly Rental properties.

Property Name BR/BA
A Shady Place 1/1
A Sunny Place 1/1
Casablanca South 1/1
Cottage # 419 1/1
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
Maria's Conch House 2/2
Out of Africa 2/2
Private Home # 1118 2/2
Spanish Lime 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
Private Haven 3/2
Seaport Palms 3/2
Towering Palms 3/2
Winter Haven 3/2
Casa Olivia 3/2.5
A Perfect Ten 3/3
Old South 3/3.5
Conch Manor 4/2
Gulf Retreat 4/2
Victorian Secret 4/2.5
Classic Conch 4/3
Paradise Key 4/3
Seaport Breeze 4/3
Seaport Gardens 4/3
Captain's Folly 4/3.5
Water's Edge 4/4
Bella Vista 4/4.5
Yesteryears 6/6



View from African Palms Balcony Reunion Retreat's Pool with views of the waterway
(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)
Moonlit Palms Studio $1,500 $1,000
Ocean Palms Studio $1,500 $1,000
Ocean Escape 1/1 $1,250 $750

Middle Keys - Two Bedrooms
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
Blue View 2/2 $3,350 $1,200
Fins to the Left 2/2 $2,850 $1,950
Fins to the Right 2/2 $2,850 $1,950
Fisherman's Friend 2/2 $2,100 $1,450
Island Escape 2/2 $2,200 $1,500
Mermaids & Dolphins 2/2 $2,100 $1,400
Ocean Escape 2/2 $1,650 $1,000
Sombrero View Cottage 2/2 $1,600 $950
Tiki Terrace 2/2 $1,850 $1,250
Bay Breezes 2/2.5 $1,950 $1,250
Beach House Resort 2/2.5 $4,500 $1,750
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 & Golf Retreat 5/3 $2,850 $1,850
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
Endless Views 3/2 $2,800 $1,600
Escape to Paradise 3/2 $2,100 $1,450
Gulf Breeze 3/2 $1,900 $1,400
Havana Daydreamin' 3/2 $4,000 $2,400
Hidden Haven 3/2 $2,150 $1,450
Island Colors 3/2 $3,150 $2,150
Palm Oasis 3/2 $3,350 $1,800
Sombrero Escape 3/2 $2,950 $1,650
Southern Comfort 3/2 $2,950 $1,950
Beach House Resort 3/2.5 $6,600 $3,150
Emerald Isle 3/2.5 $2,150 $1,450
Heart of Paradise 3/2.5 $2,400 $1,250
Ocean Treasure 3/2.5 $3,700 $2,450
Cabana Breeze 3/3 $2,850 $1,850
Emerald Dreams 3/3 $2,650 $1,650
Emerald Playground 3/3 $3,000 $1,800
Mariner's Hideaway 3/3 $2,800 $1,600
Ocean Escape 3/3 $2,550 $1,650
Ocean Landing 3/3 $3,350 $2,150
Ocean Splendor 3/3 $3,500 $2,200

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
Seabreeze 4/2.5 $2,850 $1,850
Flamingo Beach 4/3 $6,000 $3,000
Gulf Watch 4/3 $5,500 $3,250
Sea Chalet 4/3 $5,000 $3,500
Sombrero Lane 4/3 $5,000 $2,650
Sombrero Splendor 4/3 $4,500 $2,250
Water Hazard 4/3 $4,800 $2,200
Waterways 4/3 $3,600 $1,900
On Green Dolphin Street 4/4 $6,000 $2,500
Two Fins 4/4 $5,900 $3,900
Admiral's Landing 5/3 $7,500 $4,500
Caribbean Palms Estate 5/4 $5,500 $3,750
The Blue Lagoon 5/4 $10,000 $5,000
Admiral's Playground 6/5 $6,000 $4,000
Grand Paradise 6/5 $12,000 $6,000
Reunion Retreat 6/5 $6,000 $4,000
African Palms 7/4 $7,500 $4,500


Dock at Bougainvillea House

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

Casa Valencia from the water


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
Beach Rest 2/2 $1,800 $1,050
Flip-Flop Beach 2/2 $2,500 $1,500
Ocean Perch 2/2 $2,250 $950
Ocean Roost 2/2 $2,250 $950
Oceanpointe 2/2 $2,100 $900
Ocean's Edge 2/2 contact us contact us
On The Bay 2/2 $2,600 $1,950
Plantation Palms 2/2 $3,500 $2,500
Sailfish Reef 2/2 $2,400 $1,150
Sea Gulls 2/2 $1,800 $1,200
Sea World 2/2 $1,850 $1,250
The View 2/2 $1,650 $1,050

Upper Keys - Three Bedrooms
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Treasure Chest 3/2 $3,350 $1,200
Beach Hideaway 3/3 $2,950 $1,950
Crystal Cove 3/3 $6,000 $3,500
Gulfside Harbour 3/3 $6,000 $3,500
Mockingbird House 3/3 $2,150 $1,350
Seaview Villa 3/3 $2,750 $1,750

Upper Keys - Four Bedrooms & Up
Property Name BR/BA Highest (Peak) Rate (Holidays/Events) Lowest (Fall) Rate
(Aug 15 to Dec 15)
Finding Nemo 4/3 $5,500 $3,000
Island Oasis 4/3 $5,500 $3,500
Reef Motif 4/3 $5,000 $3,500
Plantation Palms 4/3.5 $5,500 $3,500
High Expectations 4/4 $5,500 $3,500
Oceanfront Oasis 4/4 $20,000 $4,200
Ship Ahoy! 4/4 $5,500 $4,000
Emerald Views 6/4 $6,500 $4,000
Seashells & Starfish 7/6 $9,000 $6,000
Casa Contenta 8/5 $9,000 $5,500

Upper Keys Middle Keys Return to Top









This site created and maintained by Web Design By Mar.
All rights reserved.