A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

Cudjoe Key Hotel Guide - Family Friendly Hotels in Cudjoe Key, Summerland Key

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Check availability on Cudjoe Key Family Friendly Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Cudjoe Key family-friendly hotels

A children's play area with swings and a slide, overlooking a marina with boats.
A coastal residential area with houses, a marina, and a flag.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

1. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
€377
includes taxes & fees
27 Oct - 28 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A children's play area with swings and a slide, overlooking a marina with boats.
Pool
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.
Beach

2. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
€412
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A children's play area with swings and a slide, overlooking a marina with boats.
A resort with a swimming pool, beach area, and marina.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.

3. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
€443
includes taxes & fees
24 Oct - 25 Oct
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A balcony with a view of neighboring houses, a street, and a clear sky.

4. SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
€439
includes taxes & fees
16 Nov - 17 Nov
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A children's play area with swings and a slide, overlooking a marina with boats.
Beach
Sports court
Pool

5. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
€409
includes taxes & fees
19 Nov - 20 Nov
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A waterfront property with a covered porch, a boat dock, and a clear sky.
A marina with boats, a dock, and a white building with a balcony.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.

6. SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Family paradise awaits with heated pools, game room, and water adventures just minutes from Florida Keys beaches.
€391
includes taxes & fees
30 Oct - 31 Oct
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A children's play area with swings and a slide, overlooking a marina with boats.
A spacious living room with a large mirror, blue armchairs, a wooden coffee table, and a view of the outdoors through large windows.
Pool
Beach

7. Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly

Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly
Cudjoe Key
€456
includes taxes & fees
27 Oct - 28 Oct
Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly
A children's play area with swings and a slide, overlooking a marina with boats.
A resort with a swimming pool, beach area, and marina.
A room with a dark blue dresser, a lamp, and a sign reading "OUR HAPPY PLACE".
A coastal residential area with houses, a marina, and a flag.

8. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Cudjoe Key
€445
includes taxes & fees
30 Oct - 31 Oct
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
A children's play area with swings and a slide, overlooking a marina with boats.
Dining
Living area
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

9. Canal-Front Retreat with Dock, Pool & Open Ocean Views

Canal-Front Retreat with Dock, Pool & Open Ocean Views
Cudjoe Key
€445
includes taxes & fees
27 Oct - 28 Oct
Canal-Front Retreat with Dock, Pool & Open Ocean Views
A children's play area with swings and a slide, overlooking a marina with boats.
A resort with a swimming pool, beach area, and marina.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.

10. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
€445
includes taxes & fees
27 Oct - 28 Oct
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
View all properties

Choose what matters most at family-friendly hotels in Cudjoe Key

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools in Cudjoe Key

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A sign for 'Venture Out' with a gravel path and bushes in front.

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
€439
includes taxes & fees
16 Nov - 17 Nov
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A waterfront property with a covered porch, a boat dock, and a clear sky.
A marina with boats, a dock, and a white building with a balcony.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
€391
includes taxes & fees
30 Oct - 31 Oct
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Children’s area
Outdoor dining
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
€377
includes taxes & fees
27 Oct - 28 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Pool
Beach
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.
Outdoor dining

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
€412
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pool
A covered outdoor area with wicker furniture and string lights.
Sports court
Beach

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
€409
includes taxes & fees
19 Nov - 20 Nov
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Pool
Outdoor dining
A coastal residential area with houses, a marina, and a flag.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
€456
includes taxes & fees
25 Oct - 26 Oct
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A marina with boats docked, a clear sky, and a calm waterway.
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
€445
includes taxes & fees
30 Oct - 31 Oct
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Marina
Living area
A resort with a swimming pool, beach area, and marina.

Canal-Front Retreat with Dock, Pool & Open Ocean Views

Canal-Front Retreat with Dock, Pool & Open Ocean Views
Cudjoe Key
€448
includes taxes & fees
19 Nov - 20 Nov
Canal-Front Retreat with Dock, Pool & Open Ocean Views
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
€443
includes taxes & fees
24 Oct - 25 Oct
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A waterfront property with a pool, a covered outdoor area, and a mobile home labeled 'Premier.'
A coastal residential area with houses, a marina, and a flag.
Outdoor dining

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Cudjoe Key
€464
includes taxes & fees
22 Nov - 23 Nov
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
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.
View all properties

Top Cudjoe Key Hotel Reviews

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Great stay"
Sebastian 1-night trip
Posted 1 hour ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Our stay was great! The services were spot on and the staff was amazing. We happened to be there while they were re-surfacing the parking lot and it smelled bad but other than that we had a great time."
Karin 2-night trip
Posted 17 hours ago
Hampton Inn Key West FL
Parmer's Resort

Parmer's Resort

10/10 Excellent
"All Aspects"
William 7-night trip
Posted 2 days ago
Parmer's Resort
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Joseph 3-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Huge balcony was perfect for our family to enjoy sunrise/sunset. Room was clean and comfortable."
Brian 2-night trip
Posted 2 days ago
Hyatt Vacation Club at Windward Pointe, Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still waiting on the itemized bill, believe we were overcharged on “extras”."
Lisa 2-night trip
Posted 4 days ago
Hilton Garden Inn Key West / The Keys Collection

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