Best Vacation Homes in Caldecott
1454 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,424/Night
For 7 Nights R58,962
1011.81 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Oceanfront
- Hot Tub
- Fireplace/Heating
R2,964/Night
For 7 Nights R20,751
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
R8,484/Night
For 7 Nights R59,388
1389 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,245/Night
For 7 Nights R57,717
2303.48 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
R13,561/Night
For 7 Nights R94,929
1454 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,227/Night
For 7 Nights R57,586
1454 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,202/Night
For 7 Nights R57,406
1389 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,062/Night
For 7 Nights R56,440
Caldecott Luxury Rentals
1389 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R47,724/Night
For 7 Nights R334,069
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R37,360/Night
For 7 Nights R261,513
20 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Pool
R26,088/Night
For 7 Nights R182,619
17 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R24,553/Night
For 7 Nights R171,874
1248.61 ft²
6 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R23,339/Night
For 7 Nights R163,374
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R21,947/Night
For 7 Nights R153,629
2978 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R18,681/Night
For 7 Nights R130,765
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R18,422/Night
For 7 Nights R128,947
Caldecott Pet Friendly Vacation Rentals
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,010/Night
For 7 Nights R14,069
1001.04 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- View
- Pet Friendly
R3,895/Night
For 7 Nights R27,270
R3,657/Night
For 7 Nights R25,599
1250 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R3,121/Night
For 7 Nights R21,849
1248.61 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Fireplace/Heating
R4,403/Night
For 7 Nights R30,824
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R3,159/Night
For 7 Nights R22,111
1244 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,904/Night
For 7 Nights R27,319
1137 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R2,178/Night
For 7 Nights R15,248
Caldecott Large Vacation Homes
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
R6,066/Night
For 7 Nights R42,453
1399.31 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Villa
- Oceanfront
- Hot Tub
- Spa
R4,553/Night
For 7 Nights R31,872
1538 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
R4,464/Night
For 7 Nights R31,250
1539.24 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Hot Tub
- Spa
R4,662/Night
For 7 Nights R32,642
1470 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
R4,179/Night
For 7 Nights R29,252
1530 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Hot Tub
- Pool
- Ocean View
R6,398/Night
For 7 Nights R44,778
R1,654/Night
For 7 Nights R11,579
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Pet Friendly
R4,212/Night
For 7 Nights R29,481
Why Choose Rent By Owner for your Caldecott Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Caldecott Vacation Rentals
Where are the best neighborhoods to stay in Caldecott?
When planning your stay in Caldecott, Naples, Florida, exploring the neighborhood options is essential to finding the perfect place to relax and enjoy your vacation. This charming area offers a variety of neighborhoods that cater to different preferences, from tranquil residential communities to more bustling areas close to local amenities. Choosing the right neighborhood allows you to experience the best of Naples while enjoying the comfort and convenience of well-suited vacation rentals. With such diverse surroundings, you'll find an ideal setting to make your Florida getaway truly memorable.
Alden Woods
This peaceful neighborhood offers a quiet atmosphere ideal for relaxing in the region's scenic surroundings, making it a perfect choice for those seeking a tranquil stay near local amenities.
View 1280+ Rentals in Alden WoodsCalumet Reserve
Here, you can enjoy the elegance of a well-maintained community that provides convenient access to the area's attractions and recreational options, ensuring an enjoyable visit.
View 1315+ Rentals in Calumet ReserveBest Times to Visit Caldecott
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region’s pleasant climate and vibrant local atmosphere at its best.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season as visitors flock here to escape colder climates and enjoy warm weather by the Gulf of Mexico.
Average Temperature Daytime: high 70s to low 80s °F - Nighttime: mid 60s to low 70s °F
Spring (March to May)
Spring is a popular time to visit, with pleasant temperatures and blooming scenery making it ideal for exploring the region's outdoor attractions.
Average Temperature Daytime: mid 70s to high 80s °F - Nighttime: mid 60s to mid 70s °F
Off-Season Highlights
Summer (June to August)
The summer months see a dip in visitor numbers, partly due to higher temperatures and increased humidity, but you can still enjoy quieter beaches and accommodations.
Average Temperature Daytime: high 80s to low 90s °F - Nighttime: mid 70s to low 80s °F
Fall (September to November)
Early fall offers fewer crowds and comfortable weather, making it an excellent time for those seeking a more relaxed experience in this southern destination.
Average Temperature Daytime: mid 70s to high 80s °F - Nighttime: mid 60s to mid 70s °F
Weekly Weather Forecast for Caldecott
How to Book Your Caldecott Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Caldecott
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor swimming pools available at many properties within this coastal region.
- Relax in private or shared patios and outdoor lounge areas designed for your comfort.
- Benefit from landscaped gardens and scenic green spaces surrounding your rental.
- Make use of barbecue grills and outdoor dining setups for al fresco meals.
- Take advantage of nearby walking trails or jogging paths to explore the area's natural beauty.
- Experience outdoor recreation facilities such as tennis courts or pickleball courts often found in community amenities.
- Seek properties with screened porches or lanais to enjoy the fresh air without insects.
Top Attractions Around Caldecott
What attractions are nearby?
Within this charming area, you can enjoy a variety of outdoor activities, scenic parks, and local attractions that showcase the best of Naples, Florida, ensuring a memorable stay in your chosen vacation rental.
Family Activities
- Naples Zoo at Caribbean Gardens: Discover a wide variety of animals and engaging exhibits that make for an educational and fun day out for the whole family in this family-friendly attraction of Naples.
- Clam Pass Park: Relax on pristine beaches, enjoy scenic boardwalks, and explore nature trails along the Gulf, offering a perfect beach day for families staying in this region.
- Corkscrew Swamp Sanctuary: Experience the region’s natural beauty through accessible walking trails and bird-watching opportunities, ideal for nature-loving families visiting Naples.
- Gordon River Greenway: Walk or bike along scenic paths lined with native flora and fauna, providing an outdoor adventure close to your vacation rental in Naples.
Adult Activities
- Golfing at Naples Grande Golf Club: Enjoy a round of golf at this renowned course, offering scenic views and challenging fairways in the heart of this desirable region.
- Exploring Clam Pass Park: Relax on pristine beaches or take a peaceful walk along the elevated boardwalk through mangroves, immersing yourself in the natural beauty nearby.
- Dining at High-End Restaurants: Indulge in gourmet cuisine at upscale eateries that reflect the sophisticated culinary scene prevalent here.
- Sailing and Boating Adventures: Experience the waters around this area with guided boat tours or rent a vessel to explore the scenic coastline at your leisure.
Caldecott Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's beautiful scenery by engaging in nearby parks, beaches, or nature trails to fully enjoy the natural beauty Florida has to offer.
- Plan your dining experiences: Discover local eateries and fresh seafood spots to immerse yourself in the regional cuisine and support small businesses during your stay.
- Customize your amenities: Choose a vacation rental with features that enhance your comfort, such as a private pool or outdoor space, to make your time here more relaxing and enjoyable.
- Utilize local tips and guides: Connect with hosts or check local resources for insider recommendations on hidden gems and must-see spots around the region.
Transportation Options
- Personal Vehicle: Exploring this destination with your own car offers the flexibility to visit nearby beaches and scenic spots at your own pace.
- Taxi Services: Reliable taxi options are available here, providing convenient transportation for quick trips or airport transfers within the region.
- Rideshare Services: Popular ridesharing apps offer easy access to get around this area comfortably, especially when heading to local attractions or dining venues.
- Bicycle Rentals: Biking is an excellent way to enjoy the outdoor scenery of this destination while discovering hidden gems at a leisurely pace.
Local Customs Options
- Respect for Local Environmental Conservation: Residents and visitors often participate in conservation efforts that preserve the region's natural beauty, which you can observe through community-led clean-up events and eco-friendly practices.
- Celebration of Regional History and Culture: Engaging with local festivals and historical sites reflects an appreciation for the area's rich heritage and is a common custom among those who visit here.
- Emphasis on Outdoor Recreation Etiquette: Visitors are encouraged to follow guidelines for enjoying outdoor activities responsibly, helping to maintain the pristine condition of the region’s beaches and parks.
- Warm Hospitality and Community Engagement: Embracing the friendly and welcoming attitude typical in this area enhances your experience and aligns with the local custom of neighborly warmth and openness.
Frequently Asked Questions About Caldecott?
1. What are the top vacation rentals in Caldecott?
There are a lot of options in Caldecott. If you plan on staying in the Caldecott area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Caldecott:
- New Updates Lely Resort, 3 bed, golf course home Includes Players Club and Spa
- Villa on Golf Course with Heated Saltwater Pooln
- Purple Orchid -Luxury Fully Renovated Modern 1st floor 3bdr Resort Villa
- Lely Resort Masters Reserve Naples Home on Private Lake in Gated Community
- Modern Mustang Condo at Lely Resort-Golf/Pool/Courts/Gym
- Naples Lely Resort- Quiet Villa Home with Oversized Pool
- Lovely 2-Bedroom + Den Condo in Greenlinks Resort
- Enjoy Players Club Access in this Luxurious Naples Golf Course Home.
- Generously sized updated lanai showcasing a prime mid-water south view.
- HOME SUITE HOME! 3 Bedroom, Ground Floor, Beautiful Golf Course View
2. How many vacation rentals have private pools in Caldecott?
There are 242 vacation rentals with private pools near Caldecott. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Caldecott are best for families?
If you are looking for a family-friendly vacation home in Caldecott, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Caldecott:
4. How many Rentbyowner vacation rentals are available in Caldecott?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1341 in the Caldecott area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Caldecott.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it's important to review the specific listing details and contact the owner directly to understand the terms before booking.
6. How do I confirm the availability of a holiday rental here?
Availability is updated regularly on the listing page; for precise dates, it’s best to reach out to the property owner or check the calendar directly to ensure your preferred stay is open.
7. Are there any additional fees I should be aware of when booking a vacation rental in the region?
Additional fees such as cleaning, service charges, or taxes are typically detailed in the listing. For clarity, contacting the owner can help clarify all costs involved.
8. What amenities are usually included in these vacation rentals near here?
Most properties come with standard amenities like Wi-Fi, kitchen facilities, and parking. However, for specific features, review each listing thoroughly or inquire directly with the owner.
9. What is the process for checking in and out of vacation rentals in this destination?
Check-in and check-out procedures vary depending on the property. Details are provided in the listing or communicated directly by the owner to ensure a smooth transition during your stay.
Caldecott Top Rated Vacation Rentals
1800 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R4,889/Night
For 7 Nights R34,214
1600 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R4,026/Night
For 7 Nights R28,187
1400 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R10,326/Night
For 7 Nights R72,278
2200 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R6,685/Night
For 7 Nights R46,793
1550 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R8,791/Night
For 7 Nights R61,533
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R3,747/Night
For 7 Nights R26,222
1300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R3,058/Night
For 7 Nights R21,407
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R5,452/Night
For 7 Nights R38,162
