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Kid-friendly vacation rentals in Big Pine Key

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Big Pine Key

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

Huge Swim Spa~ Incredible Special Fall Pricing

3 Bedroom~ 2 Bath Duplex With Outdoor Solar Shower, on a Deep Water Canal in Key Colony Beach. Near The Vaca Cut Makes For Easy Access To The Gulf Of Mexico or Atlantic Ocean. Boat Dockage for up to a 34' Boat. Golf Course, Pickle Ball~Tennis Courts, and Great Playground. We have a Large Swim Spa in The Private Garden, Arcade Game Room~Ice Maker, Paddle Board, 2 Kayaks, 4 Fishing Rods & Bait, Margarita Machine, Outdoor Shower. Cabana Club Membership With Free Beach/ Ocean Access & Huge Pool.

Condo in Key West

4.82 out of 5 average rating, 160 reviews

2/2 Fully Updated Old Town Waterfront Corner Condo

Time to relax! Bring your family & friends to this fully updated 1350sqft Waterfront corner condo home. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, tiki bar & grill, bike rentals, parking, secure keyless entry, & private elevator. Large park adjacent with tennis courts. 10min from airport (EYW)

Guest favourite

Cottage in Marathon

4.96 out of 5 average rating, 27 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

Guest favourite

Home in Key West

4.92 out of 5 average rating, 273 reviews

Family House, 2 K BR's, Private Spa/Deck, 2 pools.

The Historic Family House is decorated in a light, Caribbean motif. It is a Cigar Maker's Cottage from 1880's. 2 K memory foam beds upstairs w/32” Smart TV's, Q sleeper sofa (memory foam mattress) in LR with 56” Smart TV. Bring your Netflix, Amazon or other UN and PW for your favorite programming. Bose blue tooth speakers and Alexa's. 1/2 bath up, full bath down plus an outdoor private shower. Full kitchen! Perfect for Families! Private rear deck with new 6 person Jacuzzi. 2 heated pools!

Guest favourite

Vacation home in Marathon

4.96 out of 5 average rating, 55 reviews

Perfect Paradise

Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and cars. The home is fully stocked with everything you will need during your stay. For specific dates please message me first before booking so I may accommodate you to the dates that you would like to book.

Guest favourite

Condo in Key Colony Beach

4.96 out of 5 average rating, 249 reviews

Amazing Ocean Front Views Key Colony Beach

Ocean front Florida Keys Studio Condo in Key Colony Beach with private balcony, heated pool and sandy beach. Continental Inn Unit #40 is a studio condo with a tropical interior featuring 2 queen beds and kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Guest favourite

Home in Marathon

5 out of 5 average rating, 23 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Guest favourite

Home in Islamorada

4.97 out of 5 average rating, 184 reviews

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Home in Marathon

5 out of 5 average rating, 5 reviews

Gated w/Bayside Marina- Marlin Bay Resort & Marina

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Guest favourite

Home in Marathon

4.9 out of 5 average rating, 108 reviews

Beautiful Renovated Home in Marathon, FL

Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409

Townhouse in Key West

4.92 out of 5 average rating, 204 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

Great family home in the gated community of Coral Hammock, located just 10 minutes from the center of Key West. It boasts a saltwater pool just steps away from the property. Perfect for families or groups of mature adults. All renters must be 25 or over or with a parent/guardian.

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Big Pine Key kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Key West

4.88 out of 5 average rating, 49 reviews

Key West Paradise

Guest favourite

Home in Marathon

4.94 out of 5 average rating, 183 reviews

Avail. Now! 70ft Dock, Close to Beach VACA23-16,

Guest favourite

Home in Marathon

4.94 out of 5 average rating, 126 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

Guest favourite

Home in Marathon

5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

Guest favourite

Home in Key Colony Beach

4.94 out of 5 average rating, 106 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

Guest favourite

Home in Marathon

4.96 out of 5 average rating, 51 reviews

Paradise Ocean Front 4/3Home Heated Pool

Home in Key Colony Beach

4.73 out of 5 average rating, 133 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

Home in Summerland Key

5 out of 5 average rating, 10 reviews

Pelico Palm Villa

Family-friendly apartment rentals

Apartment in Key West

4.78 out of 5 average rating, 227 reviews

The Green House ❀ Cool Shade

Guest favourite

Apartment in Key West

4.98 out of 5 average rating, 483 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

Guest favourite

Apartment in Key West

4.91 out of 5 average rating, 769 reviews

Duval Balcony Spanky's Retreat

Guest favourite

Apartment in Key West

4.85 out of 5 average rating, 227 reviews

Studio Near Downtown - The Bartlum

Guest favourite

Apartment in Tavernier

4.96 out of 5 average rating, 179 reviews

Capt Craigs Apartment

Guest favourite

Apartment in Key West

4.92 out of 5 average rating, 187 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

Guest favourite

Apartment in Tavernier

4.89 out of 5 average rating, 466 reviews

Capt Craigs Apartment

Apartment in Key West

4.86 out of 5 average rating, 229 reviews

#205 Key West Suites

Family-friendly condo rentals

Guest favourite

Condo in Key West

4.98 out of 5 average rating, 64 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Guest favourite

Condo in Duck Key

5 out of 5 average rating, 27 reviews

Oceanfront and Sunrise Views!

Guest favourite

Condo in Key West

4.88 out of 5 average rating, 121 reviews

Tropical Escape at Sunrise

Guest favourite

Condo in Marathon

5 out of 5 average rating, 7 reviews

*NEW* Kokomo Views-Pool/Beach

Condo in Key West

4.88 out of 5 average rating, 96 reviews

Key Wes't Best- Upgraded condo 5 mins to Smathers

Condo in Key West

4.61 out of 5 average rating, 240 reviews

Sunrise Suites Resort Key West, FL U #111 2bdr2bth

Condo in Key Colony Beach

4.85 out of 5 average rating, 107 reviews

Beachside Unit 37 - Come Relax on the Atlantic!

Condo in Key West

4.85 out of 5 average rating, 13 reviews

Sunset South: First Floor 2 Bedroom 1 Bath Condo a

Quick stats about vacation rentals that are kid-friendly in Big Pine Key

Total rentals
30 properties
Nightly prices starting at
$230 CAD before taxes and fees
Total number of reviews
370 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore