Stays for 4+ guests in Florida Keys & Key West, FL
Stays for 4+ guests in Florida Keys & Key West, FL, from $117 a night. Book direct on each manager's site, no OTA fee.
Find stays in Florida Keys & Key West, FL
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Stays, best documented first
The Oasis
House · 1 bed · 1.5 bath · sleeps 8
Islamorada, FL
From $1,400 a night
- fireplace
- air conditioning
- central heating
- linens provided
Exact location
Book direct on YourKeys.Vacations
Tiki Time | Top Floor King | Ocean Pointe 1413
Villa · 1 bed · 1 bath · sleeps 4
Tavernier, FL
From $189 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Paradise Palms | 2 Balconies | Ocean Pointe 1206
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $199 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Starfish Seas | Ocean View | Ocean Pointe 1302
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $199 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Flamingo Flats | Marina View | Ocean Pointe 5306
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $209 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Marina & Ocean View 2BR | Ocean Pointe 5305
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $209 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Reel Key Largo | Next to Pool | Ocean Pointe 5209
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $209 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Sky Blue Escape | Ocean View | Ocean Pointe 1314
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $209 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
One Bedroom Suite | Beachside Resort
Bungalow · 1 bed · 1.5 bath · sleeps 4
Key West, FL
From $222 a night
- air conditioning
- babysitter recommendations
- bathtub
- beach
Exact location
Book direct on CielStay
Keys Bohemian | Renovated 2BR | Ocean Pointe 1312
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $229 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Sea Glass & Sunshine | 2BR | Ocean Pointe 2207
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $229 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
The Happy Reef | Ocean View | Ocean Pointe 4209
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $229 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Across from Pool | Sleeps 6 | Ocean Pointe 3212
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Aqua Vista | Ocean View 2BR | Ocean Pointe 3307
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- beach
- beach access
City-level location
Book direct on Oasis Vacation Rentals
Lazy Daze | Double King Suite | Ocean Pointe 2310
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- beach
- beach access
City-level location
Book direct on Oasis Vacation Rentals
Nauti Hideaway | 2 Balconies | Ocean Pointe 2314
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Ocean View 2BR | Sleeps 6 | Ocean Pointe 2307
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Ocean View Gem | 2 Balconies | Ocean Pointe 3406
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
The Fishing Shack | 2BR/2BA | Ocean Pointe 2312
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $239 a night
- air conditioning
- bbq grill
- baking sheet
- balcony
City-level location
Book direct on Oasis Vacation Rentals
Atlantic Serenity | Ocean View | Ocean Pointe 2407
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Baja Penthouse | Corner Unit | Ocean Pointe 1416
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Blue Haven | Nature View 2BR | Ocean Pointe 1315
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- beach
- beach access
City-level location
Book direct on Oasis Vacation Rentals
Coastal Joy | Ocean View 2BR | Ocean Pointe 3412
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Marina & Ocean | Corner Unit | Ocean Pointe 4201
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Marina to Ocean View 2BR | Ocean Pointe 5308
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- beach
- beach view
City-level location
Book direct on Oasis Vacation Rentals
Sea View & Sunrise | Top Floor | Ocean Pointe 2412
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- beach
- beach access
City-level location
Book direct on Oasis Vacation Rentals
Sunrise Penthouse | 1BR 2BA | Ocean Pointe 3316
Villa · 1 bed · 2 bath · sleeps 4
Tavernier, FL
From $249 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Saltair Loft | Top Floor View | Ocean Pointe 1411
Loft · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $259 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Sunrise Sanctuary | Top Floor | Ocean Pointe 2415
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $263 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Boho Chic | Steps to Pool | Ocean Pointe 3214
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $269 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Ocean View Treehouse | 2 Kings | Ocean Pointe 3403
Villa · 2 bed · 2 bath · sleeps 4
Tavernier, FL
From $269 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Reel Keys Getaway | Ocean View | Ocean Pointe 3405
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $269 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
City-level location
Book direct on Oasis Vacation Rentals
Captain's Quarters | Top Floor | Ocean Pointe 4405
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $279 a night
- air conditioning
- bbq grill
- beach
- beach access
City-level location
Book direct on Oasis Vacation Rentals
Corner Penthouse | Ocean Views | Ocean Pointe 5416
Villa · 2 bed · 2 bath · sleeps 6
Tavernier, FL
From $289 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Coral Penthouse | Corner Unit | Ocean Pointe 4216
Villa · 2 bed · 2 bath · sleeps 5
Tavernier, FL
From $299 a night
- air conditioning
- bbq grill
- bathtub
- beach
City-level location
Book direct on Oasis Vacation Rentals
Blu-3BR Home, Pool/Kid-friendly
House · 1 bed · 1 bath · sleeps 6
Key West, FL
From $335 a night
- air conditioning
- dishes and silverware
- hair dryer
- dedicated workspace
Exact location
Book direct on CielStay
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
Condo · 2 bed · 2 bath · sleeps 8
Key West, FL
From $650 a night
- air conditioning
- bbq grill
- baking sheet
- barbeque utensils
Exact location
Book direct on CielStay
The Ebberly Estate at Lunara Bay
Bungalow · 6 bed · 6.5 bath · sleeps 14
Key West, FL
From $1,200 a night
- air conditioning
- bbq grill
- bathtub
- bed linens
Exact location
Book direct on CielStay
The Windrose Estate at Lunara Bay
House · 6 bed · 6.5 bath · sleeps 14
Key West, FL
From $1,289 a night
- air conditioning
- bbq grill
- baking sheet
- bathtub
Exact location
Book direct on CielStay
107 Pelican Rd, Tavernier, FL 33070
House · 3 bed · 1 bath · sleeps 6
Tavernier, FL
From $500 a night
- children welcome
- infants welcome
- smoking not allowed
- wheelchair inaccessible
Exact location
Book direct on Select Housing, LLC
Petronia House | Key West Home with/Heated Pool & BBQ
House · 3 bed · 3.5 bath · sleeps 6
Key West, FL
From $950 a night
- body soap
- conditioner
- hot water
- shampoo
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
Autograph House | 6BR Retreat w/Guest House, Private Pools & BBQ
House · 6 bed · 6.5 bath · sleeps 12
Key West, FL
From $1,664 a night
- body soap
- hot water
- dryer
- essentials
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
House · 2 bed · 1 bath · sleeps 4
Key West, FL
From $594 a night
- air conditioning
- coffee/tea maker
- free wifi
- hair dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Villa · 2 bed · 2 bath · sleeps 6
Key West, FL
From $1,045 a night
- air conditioning
- coffee/tea maker
- deck or patio
- dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
DAPPER DOLPHIN · Pool, Marina, Tiki Bar, Waterside, close to the Beach
Condo · 1 bed · 1 bath · sleeps 4
Marathon
From $117 a night
Exact location
Book direct on K & L
Aqua Vista in Cudjoe Key
House · 2 bed · 1 bath · sleeps 4
Cudjoe Key
From $160 a night
Exact location
Book direct on infinitypropertymanagement.net
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
House · 1 bed · 2 bath · sleeps 4
Key West, FL
From $180 a night
- air conditioning
- barbecue grill
- bedsheets provided
- dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Calypso Corner - Little Torch Key
House · 2 bed · 2 bath · sleeps 6
Little Torch Key
From $185 a night
Exact location
Book direct on Island Home Rentals of the Florida Keys
Croton Lane Retreat - Big Pine Key
House · 2 bed · 2 bath · sleeps 4
Big Pine Key
From $185 a night
Exact location
Book direct on Island Home Rentals of the Florida Keys
Keys to the Sea + Cabana Club - Sea Turtle
House · 2 bed · 2 bath · sleeps 4
Key Colony Beach
From $185 a night
Exact location
Book direct on keys2thesea.com
Martini House - Little Torch Key
House · 2 bed · 2 bath · sleeps 4
Little Torch Key
From $185 a night
Exact location
Book direct on Island Home Rentals of the Florida Keys
Seascape Vacation in Cudjoe Key
House · 1 bed · 1 bath · sleeps 4
Cudjoe Key
From $185 a night
Exact location
Book direct on infinitypropertymanagement.net
Tiki Time Top Floor King 1 BR 1BA
Condo · 1 bed · 1 bath · sleeps 4
Tavernier, FL
From $189 a night
Exact location
Book direct on CielStay
Seas The Day in Cudjoe Key
House · 2 bed · 1 bath · sleeps 4
Cudjoe Key
From $195 a night
Exact location
Book direct on infinitypropertymanagement.net
Best Catch on Grouper LN at Ocean Isles VACA-24-4
Condo · 1 bed · 2 bath · sleeps 4
Marathon
From $199 a night
Exact location
Book direct on Ocean Isles Vacation Rentals
Gated Oceanfront Heated Pool VACA-23-268
Condo · 1 bed · 2 bath · sleeps 4
Marathon
From $199 a night
Exact location
Book direct on Ocean Isles Vacation Rentals
Keys to the Sea + Cabana Club - Seahorse
House · 2 bed · 2 bath · sleeps 4
Key Colony Beach
From $199 a night
Exact location
Book direct on keys2thesea.com
Ocean Breeze Gated Community VACA-23-324
Townhome · 1 bed · 2 bath · sleeps 4
Marathon
From $199 a night
Exact location
Book direct on Ocean Isles Vacation Rentals
Ocean Isles Birds Inn Paradise VACA-25-43
Condo · 1 bed · 2 bath · sleeps 4
Marathon
From $199 a night
Exact location
Book direct on Ocean Isles Vacation Rentals
Ocean Isles Peace and Serenity VACA-25-62
Apartment · 1 bed · 2 bath · sleeps 4
Marathon
From $199 a night
Exact location
Book direct on Ocean Isles Vacation Rentals
These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-30 09:14 UTC. Prices and facts are whatever the manager published on their own site.