Caloosahatchee holiday lettings
We found 3,169 holiday rentals — enter your dates for availability
Discover a selection of 408 homes, 76 villas and holiday rentals in Caloosahatchee that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the amenities that you expect and more, which might include parking and a hot tub. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Caloosahatchee
Showing deals for:13 Nov - 20 Nov

Exceptional
(65 reviews)
Cape Coral Southern Exposure Vacation Paradise Located On A Canal, Heated Pool
Cape Coral
£1,319
for 7 nights, 1 villa
£188 per night
includes taxes & fees

Exceptional
(11 reviews)
Cape Coral | Deep Water Canal | Gulf Access | Private Pool | Spa | Outdoor Bar *
Cape Coral
£1,781
for 7 nights, 1 home
£254 per night
includes taxes & fees

Exceptional
(44 reviews)
Pool heated-hot tub-boat lift, sleeps 9 Yacht Club, direct gulf/river access
Cape Coral
£2,127
for 7 nights, 1 home
£304 per night
includes taxes & fees

Exceptional
(11 reviews)
Welcome to The Max! A comfortable three bedroom, family friendly home
Cape Coral
£1,256
for 7 nights, 1 home
£179 per night
includes taxes & fees

Exceptional
(61 reviews)
Beautiful Dog Friendly Home with Screened-in Heated Pool, Game Room/Bar
Cape Coral
£1,655
for 7 nights, 1 home
£236 per night
includes taxes & fees

Exceptional
(75 reviews)
Well equipped home minutes from bridges and close to everything
Cape Coral
£1,487
for 7 nights, 1 home
£212 per night
includes taxes & fees

Exceptional
(78 reviews)
Palazzo Azzurro - Your own private waterfront resort!
Cape Coral
£8,416
for 7 nights, 1 home
£1,202 per night
includes taxes & fees

Exceptional
(41 reviews)
VILLA COCONUT - Waterfront w/ Gulf Access Vacation Rental
Cape Coral
£2,253
for 7 nights, 1 home
£322 per night
includes taxes & fees

Exceptional
(76 reviews)
Relax and enjoy, Sunshine, water, beaches, Super Clean
Cape Coral
£1,258
for 7 nights, 1 home
£180 per night
includes taxes & fees

Exceptional
(40 reviews)
Enjoy your own Paradise on the water !!!!
Cape Coral
£1,015
for 7 nights, 1 home
£145 per night
includes taxes & fees

Exceptional
(29 reviews)
Charming duplex in quiet SW Florida, near The Beach, shops, dining, and more!
Cape Coral
£744
for 7 nights, 1 home
£106 per night
includes taxes & fees

Exceptional
(7 reviews)
Luxury Villa "make A Break" With Pool and Waterview
Cape Coral
£1,813
for 7 nights, 1 villa
£259 per night
includes taxes & fees

Exceptional
(28 reviews)
Great Family Vacation, Waterfront Pool Home
Cape Coral
£2,801
for 7 nights, 1 home
£400 per night
includes taxes & fees

Wonderful
(47 reviews)
Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry
Cape Coral
£498
for 7 nights, 1 apartment
£71 per night
includes taxes & fees

Excellent
(9 reviews)
Casa Lakehouse 3BD 3BH Heated Pool Lake View
Fort Myers
£1,552
for 7 nights, 1 home
£222 per night
includes taxes & fees

Exceptional
(16 reviews)
Your Oasis Awaits: Stunning Canal-Front Home w/Heated Pool,Dock & Hi-Speed WiFi!
Cape Coral
£1,980
for 7 nights, 1 home
£283 per night
includes taxes & fees

Exceptional
(8 reviews)
Featured on Staycation Sports! Heated Pool • Games
Cape Coral
£1,708
for 7 nights, 1 home
£244 per night
includes taxes & fees

Exceptional
(16 reviews)
Spacious newly built Home w/brand-new heated pool&Spa in the heart of Cape Coral
Cape Coral
£1,847
for 7 nights, 1 home
£264 per night
includes taxes & fees

Exceptional
(7 reviews)
VILLA RIVERVIEW - High-End Charming & Beautiful Centrally Located Gem
Cape Coral
£1,427
for 7 nights, 1 home
£204 per night
includes taxes & fees

Exceptional
(10 reviews)
Canal front 3-bedroom, 2 bath, with HEATED pool-spa, & boat lift in Cape Coral
Cape Coral
£1,332
for 7 nights, 1 home
£190 per night
includes taxes & fees

Exceptional
(33 reviews)
Surround Yourself with Wildlife on Lake McGregor
Fort Myers
£941
for 7 nights, 1 home
£134 per night
includes taxes & fees

Exceptional
(18 reviews)
Great Family Home, short drive to beaches and Downtown...
Fort Myers
£1,163
for 7 nights, 1 home
£166 per night
includes taxes & fees

Exceptional
(6 reviews)
Oasis at the cape 3/2 Heated Pool Home with boat dock
Cape Coral
£1,328
for 7 nights, 1 home
£190 per night
includes taxes & fees

Wonderful
(18 reviews)
Walk to tiki bars and restaurants! Starfish Stays unit 3!
Cape Coral
£1,089
for 7 nights, 1 apartment
£156 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Caloosahatchee
Find the best place to stay - Caloosahatchee

Cozy riverfront home w/ panoramic views, private pool/spa & dock!
Sleeps 8 · 3 bedrooms · 3 bathrooms

Sunny and Bright! Gulf access, kayaks, bikes, DOCKSIDE DREAMS, Villa 15
Sleeps 8 · 3 bedrooms · 2+ bathrooms

Sunset Reach ...Waterfront Family Pool Home - Gulf Access - Sunset Views -
Sleeps 9 · 4 bedrooms · 3 bathrooms

Picturesque Watefront, Heated Pool, Ping Pong Table - Villa Sunset Riverhouse - Roelens Vacations
Sleeps 8 · 4 bedrooms · 3 bathrooms

Breathtaking 6BD Riverfront Mansion w Pool
Sleeps 20 · 6 bedrooms · 5+ bathrooms

Manatees At the Dock, Pool, Gulf Access! 224 reviews Villa 7.
Sleeps 8 · 3 bedrooms · 2 bathrooms
Top rated rentals - Caloosahatchee

Fabulous stay!
This was our first time staying in Cape Coral and we had a wonderful time. The property has absolutely everything you could ever need and is spotlessly clean. The owner is very responsive and check in was a breeze.
Vicky P.
Stayed Jul 2025

Our happy place
Excellent property,very well equipped, good fishing. The host was very cooperative, and most helpful. We'll book again very soon.
Gerard H.
Stayed Nov 2024

Best Villa
This house is the nicest villa we have stayed at in the thirty years we have been travelling to Florida.
The house is immaculate and very modern. Beautiful furnishing which is what I like on my hols. Bed very comfortable. Everything looked brand new. The setting looking over the waterway is so peaceful. If you are looking for a quiet relaxing holiday this villa is well worth it and the pool in September was the perfect temperature. Very well looked after villa in the perfect setting. Highly recommend.
PAT D.
Stayed Sept 2024

Claire
A lovely clean and welcoming villa equipped with everything we needed for a relaxing stay, dock and pool had a wonderful outlook onto the canal, would definitely recommend for a stress free vacation.
Claire T.
Stayed Jun 2024

Fantastic House
We travelled over from the UK and this house was perfect. Communication with the house managers was fast and efficient. House is modern, clean and well equipped. Location was great, kids loved the swimming pool. We will be booking to stay again at this property.
Laura C.
Stayed Jul 2023

Absolutely beautiful home
What a fantastic time we had in this beautiful home it's simply beautiful inside and the pool area is magical will definitely be returning in the future me and my wife simply had the best time on holiday thank you for letting us rent this magical holiday home Mark first class😎😎😎😎
Jonathan C.
Stayed Aug 2022

Great position to explore from
Excellent property & pool, easy to find, great communication.
The boat dock and lift made exploring islands by rented boat so easy, we were able to visit islands not accessible by car. Cayo Costa has some amazingly beautiful beaches. Lots of great restaurants nearby, for fish and meat lovers. Sunrises at the property over the water are just a great way to start a perfect Florida day.
Would highly recommend to anyone if they reading reviews and want to know whether this is a good place to stay! Yes it was just perfect!
Helen R.
Stayed Jul 2022

Excellent Rental
Had a wonderful time in this rental. Lots of thoughtful touches and absolutely everything you need. We had an issue with some furniture during our stay and this was fixed with someone on site within 1 hour to remediate. Super comminication thtoughout - would have been even more helpful to understand how far the included fuel fee was likely to go. The villa was spotlessly clean and very comfortable with absolutely phenomenal views of the passing boats with their waving incumbents :) Loved every second of our stay especially 4th July which was an outstanding night on the deck.
Kathy B.
Stayed Jul 2022
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in Caloosahatchee?
Prices for holiday rentals in Caloosahatchee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Caloosahatchee to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Caloosahatchee holiday house rentals?
You can find great discounts on house rentals in Caloosahatchee on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Caloosahatchee holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Caloosahatchee with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Caloosahatchee?
A long-stay holiday rental in Caloosahatchee is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Caloosahatchee for a holiday rental?
March is the most popular month to visit Caloosahatchee, Florida, as the region comes alive with outdoor activities and pleasant weather. The peak season, which spans from February to April, attracts travellers looking to enjoy the stunning waterways and natural beauty of this unique destination. During this time, you can partake in kayaking, fishing, and exploring the scenic surroundings, all while basking in temperatures that typically range from 15 to 27 degrees Celsius.With the pleasant climate, March offers an excellent opportunity for those who enjoy outdoor adventures, sightseeing, and experiencing the local flora and fauna. You'll find plenty of options for leisurely strolls along the riverbanks or immersing yourself in the area's diverse wildlife, making it an ideal choice for nature enthusiasts.If you're looking for a more budget-friendly option, consider visiting in October. This month provides a quieter atmosphere, allowing for a more relaxed exploration of the area's natural wonders without the hustle and bustle of the peak season. The weather remains warm, and you can still enjoy various outdoor activities while taking in the beautiful autumn scenery.Ultimately, whether you prefer the vibrant energy of peak season in March or the tranquillity of October, Caloosahatchee offers a range of experiences that cater to every traveller's taste.
How early should I book a Caloosahatchee holiday rental?
Book your Caloosahatchee holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Caloosahatchee, Florida, United States of America?
In Caloosahatchee, visitors can enjoy a range of attractions that highlight the area's natural beauty and cultural offerings. The river itself is a major draw, with opportunities for boating, fishing, and kayaking, making it ideal for outdoor enthusiasts. The nearby Fort Myers area offers attractions such as the Edison and Ford Winter Estates, where guests can explore the historical homes and beautiful gardens of these American inventors.Additionally, the Caloosahatchee Regional Park provides walking trails and picnic areas, offering a serene environment for those looking to enjoy the outdoors. For a taste of local culture, the area is also home to various art galleries and local markets, where visitors can experience the vibrant community spirit.
Can I change or cancel my Caloosahatchee home rental booking on Vrbo?
To find Caloosahatchee holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Caloosahatchee holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
More holiday ideas
- Gulf Harbour Yacht & Country Club Holiday Rentals
- Banyan Trace Holiday Rentals
- Coralwood Shopping Center Holiday Rentals
- Veterans Foundation Headquarters Holiday Rentals
- Rotary Park Environmental Center Holiday Rentals
- Pelican Holiday Rentals
- Sun Splash Water Park Holiday Rentals
- Yacht Club Holiday Rentals
- Hunters Run Executive Golf Course Holiday Rentals
- Porto Vista Holiday Rentals
- Hospital del Prado Holiday Rentals
- Whiskey Creek Holiday Rentals
- Alliance for the Arts Holiday Rentals
- Coralwood Mall Holiday Rentals
- Four Mile Cove Ecological Preserve Holiday Rentals
- Cape Coral Yacht Club Beach Holiday Rentals
- Fort Myers Holiday Rentals
- Cape Coral Holiday Rentals
- Landings Yacht Holiday Rentals
- Town and River Holiday Rentals
- Dolphin Marina Holiday Rentals
- Hancock Holiday Rentals
- Island Cove Holiday Rentals
- Eight Lakes Holiday Rentals
- Palmetto-Pine Country Club Holiday Rentals
- Sandalwood Estates Holiday Rentals
- University Park Country Club Holiday Rentals
- Cape Coral Historical Museum Holiday Rentals
- Country Club Holiday Rentals
- Florida Gulf Coast Holiday Rentals
- Headpinz Family Entertainment Center Holiday Rentals
- Longstay Hotels in Burnt Store Marina
- Rentals with pool in Estero
- Villas in Florida
- Lake rentals in Pelican
- Villas in Pelican
- Ski-In/Ski-Out rentals near Calusa Nature Center and Planetarium
- Apartments in Sanibel Captiva Island
- Beach rentals in Sanibel Captiva Island
- Cottages in Sanibel Captiva Island
- Pet-Friendly rentals in Sanibel Captiva Island
- Houses in Sanibel Captiva Island
- Cabins in Sanibel Captiva Island
- Oceanfront rentals in Sanibel Captiva Island
- Rentals with pool in Sanibel Captiva Island
- Resorts in Sanibel Captiva Island
- Villas in Sanibel Captiva Island
- Longstay Hotels in Sanibel Captiva Island
- Rentals with pool near Pelican Sound Golf & River Club
- Resorts in Southwest Coast Florida
- Apartments in Fort Myers Beach
- Beach rentals in Fort Myers Beach
- Cottages in Fort Myers Beach
- Pet-Friendly rentals in Fort Myers Beach
- Houses in Fort Myers Beach
- Oceanfront rentals in Fort Myers Beach
- Rentals with pool in Fort Myers Beach
- Villas in Fort Myers Beach
- Longstay Hotels in Fort Myers Beach
- Longstay Hotels in Bokeelia
- Bed and breakfasts in Four Mile Cove Ecological Preserve
- Rentals with pool in Flamingo Bay
- Apartments in Fort Myers
- Houses in Fort Myers
- Rentals with pool in Fort Myers
- Villas in Fort Myers
- Longstay Hotels in Fort Myers
- Farm rentals in Bunche Beach
- Apartments in Cape Coral
- Beach rentals in Cape Coral
- Houseboats in Cape Coral
- Houses in Cape Coral
- Rentals with pool in Cape Coral
- Resorts in Cape Coral
- Townhouses in Cape Coral
- Villas in Cape Coral
- Villas in Orlando
- Apartments in Sanibel
- Houses in Sanibel
- Houses in South Island
- Apartments in North Fort Myers
- Houses in North Fort Myers
- Apartments in Captiva Island
- Beach rentals in Captiva Island
- Cottages in Captiva Island
- Pet-Friendly rentals in Captiva Island
- Oceanfront rentals in Captiva Island
- Rentals with pool in Captiva Island
- Resorts in Captiva Island
- Villas in Captiva Island
- Apartments in Florida Gulf Coast
- Beach rentals in Florida Gulf Coast
- Rv and caravan rentals in Florida Gulf Coast
- Cottages in Florida Gulf Coast
- Pet-Friendly rentals in Florida Gulf Coast
- Houses in Florida Gulf Coast
- Oceanfront rentals in Florida Gulf Coast
- Rentals with pool in Florida Gulf Coast
- Resorts in Florida Gulf Coast
- Villas in Florida Gulf Coast

