
Family-friendly holiday rentals in Whiskey Creek
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Top-rated family-friendly rentals in Whiskey Creek
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay
4.96 out of 5 average rating, 148 reviews
LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!
4.99 out of 5 average rating, 266 reviews
Garden Cottage - Tiny House
PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.
4.92 out of 5 average rating, 934 reviews
Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.
4.95 out of 5 average rating, 164 reviews
Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in
4.96 out of 5 average rating, 101 reviews
Escape to the "Oasis"!
DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!
4.99 out of 5 average rating, 192 reviews
20 min to the beach! Pool, fire pit, 3bd/2.5ba
*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.
4.97 out of 5 average rating, 157 reviews
Bohemian Bungalow / Washer + Dryer / Private
Your family will be close to everything when you stay at this centrally-located place. Stylish, yet comfortable - You have access to an additional spacious sun patio, a washer and dryer, and ample back and front yard. 10 miles to the beach, biking distance to Historic Downtown Fort Myers, this home is a renovated blast from the past. Terrazzo floors throughout kept the original Florida charm. The most peaceful neighborhood with walking distance to a restaurant with indoor/outdoor dining.
4.95 out of 5 average rating, 104 reviews
Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit
Welcome to Palm Breeze Villa, a luxury home in Fort Myers! - Pool - 15 mins to Fort Myers River District - 20 mins to Fort Myers Beach - 40 mins to Sanibel-Captiva Islands - Playground for kids - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 2 QUEEN, 2 Double Beds) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7 We would love to host you!
4.91 out of 5 average rating, 35 reviews
Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.
4.95 out of 5 average rating, 407 reviews
It's Paradise: Casa Canal Raleigh
Casa Canal Raleigh: A tranquil oasis for discerning vacationers and families who relish comfort in a premium tropical-style environment. Whether you’re an adult seeking relaxation or a family yearning for quality time, this charming retreat offers the perfect blend of serenity and style. Welcome to your own slice of paradise! Casa Canal Raleigh (Haus auf Raleigh Kanal, Maison sur Raleigh Canal, Dom na Raleigh Canal, Главная на Raleigh канал🌴
4.94 out of 5 average rating, 104 reviews
Family vacation home
Perfect , central location close to Fort Myers beach, Downtown Fort Myers , City of Palms, Florida South Western college, Cape Coral bridges, Downtown Cape Coral. New Whole foods and all the shops and restaurants close by. Home is located in a very nice and quiet neighborhood, about 25 minute drive to the Red Sox stadium. This home would make a great family vacation getaway.... Amazing BBQ grill in the Patio
4.97 out of 5 average rating, 90 reviewsPopular amenities for Whiskey Creek family-friendly rentals
Family-friendly home rentals with a hot tub

Serene Pool & Spa Home near Beaches & Downtown
4.92 out of 5 average rating, 112 reviews
Chuly |8PPL | Top Location | Hot Tub | Gazebo |BBQ
4.99 out of 5 average rating, 146 reviews
Gone Coastal!! Spa+Heated Pool Amenities Galore!
4.97 out of 5 average rating, 143 reviews
CoastalOasis| Sleeps 8 | Heated Pool, BBQ &Jacuzzi
4.98 out of 5 average rating, 103 reviews
Putt putt house 4 beds/2baths/heated pool/Jacuzzi
4.85 out of 5 average rating, 153 reviews
Gulf Access | Heated Pool | Spa | 2x Kings Beds
4.92 out of 5 average rating, 156 reviews
Dolphin beach house 2
4.97 out of 5 average rating, 329 reviews
“Cape Paradise”Waterfront.GulfAcc.Jcuzi.Heat Pool.
4.97 out of 5 average rating, 186 reviewsFamily- and pet-friendly home rentals

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
4.86 out of 5 average rating, 211 reviews
Sunny days-Yacht Club Beach, owner managed villa!
4.99 out of 5 average rating, 100 reviews
Prime Location w/ Private Patio + Outdoor Kitchen
4.9 out of 5 average rating, 156 reviews
Inn Season Cottage-Cozy Florida Living
5.0 out of 5 average rating, 103 reviews
Blue Beach Bungalow
4.83 out of 5 average rating, 207 reviews
Modern City Loft in Downtown River District
4.99 out of 5 average rating, 104 reviews
Sunny Pool Home Central Cape Coral
4.9 out of 5 average rating, 217 reviews
Modern Coastal Retreat Pool Home
5.0 out of 5 average rating, 4 reviewsFamily-friendly home rentals with a pool

Dolphin Villa | Heated Pool & Downtown Fun
4.99 out of 5 average rating, 140 reviews
3BR Home w/ Pool near downtown Fort Myers & Edison
4.94 out of 5 average rating, 147 reviews
Luxury Riverfront Estate & Pool
4.75 out of 5 average rating, 4 reviews
Trendy 3b/2b prestige location home with a pool!
4.99 out of 5 average rating, 93 reviews
Cape Coral Luxury Home
5.0 out of 5 average rating, 34 reviews
Luxe Escape • Heated Pool, Spa, Rod/Reels & Bikes
4.98 out of 5 average rating, 48 reviews
Bonaire Grand Luxury Villa
4.88 out of 5 average rating, 17 reviews
Heated Pool |Game Room |Canal Escape |Sleeps15
5.0 out of 5 average rating, 19 reviewsDestinations to explore
- Miami Holiday rentals
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