Captiva Short-Term Rentals

Captiva Short Term Stay

Condo

Captiva Beachfront Front Condo | Heated Pool | Private Gated Community

9.4

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 4 Guests

R6,549/Night 7 Nights - R45,849

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House

Sunset Captiva 38 - Short walk to beach, pool, dock in Village area of Island

9.0

Exceptional

(2 Reviews)

3 Bedrooms 2 Baths 6 Guests 2218 ft²

R6,322/Night 7 Nights - R44,260

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Cottage

Anthony Beach Cottages - 49 Sunset Captiva

8.8

Fabulous

(17 Reviews)

2 Bedrooms 2 Baths 5 Guests

R5,477/Night 7 Nights - R38,342

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Condo

South Seas Island Resort, Plantation Beach Club, located on Sunset Beach

2 Bedrooms 2 Baths 6 Guests

R10,846/Night 7 Nights - R75,922

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Hidden Treasure - near Beach-Pool- Basketball - Dock available - 10% off weekly!

Highly Rated

House

Hidden Treasure - near Beach-Pool- Basketball - Dock available - 10% off weekly!

10.0

Exceptional

(52 Reviews)

3 Bedrooms 3 Baths 10 Guests 1800 ft²

R11,621/Night 7 Nights - R81,354

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House

Direct Beachfront Villa Sea Palms Estate Captiva - SUMMER weeks still available!

10.0

Exceptional

(20 Reviews)

9 Bedrooms 8 Baths 30 Guests 10000 ft²

R117,499/Night 7 Nights - R822,501

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House

Bring the Family! Beachfront Estate, Private Pool+Spa, 9 Bedrooms, Sleeps 30

10.0

Exceptional

(2 Reviews)

9 Bedrooms 8 Baths 30 Guests 9500 ft²

R134,925/Night 7 Nights - R944,482

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House

Beach Home 13: Your Premier Gulf-Front Escape on Captiva Island

10.0

Exceptional

(2 Reviews)

4 Bedrooms 4 Baths 10 Guests 3201 ft²

R28,834/Night 7 Nights - R201,844

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Captiva - Pool Home - Footsteps to Beach and Bay. 3rd property from beach.

Highly Rated

House

Captiva - Pool Home - Footsteps to Beach and Bay. 3rd property from beach.

9.8

Exceptional

(103 Reviews)

5 Bedrooms 4 Baths 10 Guests

R11,352/Night 7 Nights - R79,457

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Top 20% in Captiva

House

Aah! Poppy's Paradise

9.8

Exceptional

(50 Reviews)

4 Bedrooms 4 Baths 10 Guests 2300 ft²

R16,192/Night 7 Nights - R113,340

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House

" Here Comes The Fun" Absolutely Magnificent! Home

9.8

Exceptional

(7 Reviews)

3 Bedrooms 3 Baths 10 Guests

R14,703/Night 7 Nights - R102,916

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☀︎🏝⛱︎ Beachfront Elegance⛱︎🏝☀︎ n[2026 Spring + Summer Weeks Available Now!]

Highly Rated

House

☀︎🏝⛱︎ Beachfront Elegance⛱︎🏝☀︎ n[2026 Spring + Summer Weeks Available Now!]

9.6

Exceptional

(76 Reviews)

4 Bedrooms 2 Baths 10 Guests 3000 ft²

R16,071/Night 7 Nights - R112,497

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More Top-Rated Short Term Stay in Captiva Area

Why Choose Rent By Owner for your Captiva Short Term Stay?

What makes our Short Term Stay 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 Captiva Short Term Stay

Where are the best neighborhoods to stay in Captiva?

When visiting Captiva, Florida, your choice of neighborhood can greatly enhance your stay. The South Seas area offers serene beaches and a peaceful atmosphere ideal for relaxation, while the north end provides convenient access to local dining and shopping options. Each neighborhood captures the island’s unique charm, making it easy for you to find the perfect setting for your getaway.

Jose's Hideaway

Nestled in a peaceful area, Jose's Hideaway offers a serene environment perfect for relaxing getaways and enjoying the natural beauty of this Florida locale. It provides a tranquil retreat for those seeking comfort and convenience during their stay.

View 36+ Rentals in Jose's Hideaway

Gulf Shores

This vibrant neighborhood places you close to stunning waterfront views and the region’s renowned shoreline, making it an ideal choice for beach lovers and outdoor enthusiasts exploring the area. Here, you can immerse yourself in the coastal charm that defines this destination.

View 738+ Rentals in Gulf Shores

Safety Harbor Club

Offering a welcoming community atmosphere, Safety Harbor Club is perfect for travelers wanting convenient access to both relaxing beaches and local amenities. It’s an excellent base to enjoy the best of what the region has to offer.

View 134+ Rentals in Safety Harbor Club

Best Times to Visit Captiva

When should you plan your Short Term Stay stay?

To make the most of your experience here, consider visiting during the shoulder seasons when the area is less crowded and weather conditions are ideal for relaxing or exploring at your own pace.

Peak Season Highlights

Spring (March to May)

During spring, you can enjoy pleasant weather and vibrant surroundings, making it an ideal time for beach activities and exploring the region. The area experiences warm days perfect for outdoor relaxation.

Average Temperature Daytime: Approximately 75°F to 85°F - Nighttime: Around 60°F to 70°F

Winter Holidays (December to February)

The winter months bring cooler temperatures and festive atmosphere, attracting visitors looking to escape colder climates and indulge in the tranquil seaside environment. This is a popular period for enjoying quieter beaches and scenic views.

Average Temperature Daytime: Between 65°F and 75°F - Nighttime: Roughly 50°F to 60°F

Off-Season Highlights

Summer (June to August)

In summer, the region sees higher humidity and heat, with fewer crowds, offering a peaceful retreat for those seeking solitude and sunny days on the beach. It’s a perfect time for poolside lounging and water activities.

Average Temperature Daytime: Ranging from 85°F to 90°F - Nighttime: About 70°F to 75°F

Fall (September to November)

Autumn brings cooler temperatures and less tourist traffic, creating a serene setting for exploring the natural beauty here. This season offers comfortable weather and beautiful coastal scenery during your stay.

Average Temperature Daytime: Approximately 70°F to 80°F - Nighttime: Around 55°F to 65°F

Weekly Weather Forecast for Captiva

How to Book Your Captiva Short Term Stay

What's our booking process?

Our platform allows you to browse a curated selection of short term stay. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Captiva

More Top-Rated Short Term Stay in Captiva Area

Common Short Term Stay Amenities

What amenities can you expect?

Our Short Term Stay 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 a private or shared outdoor swimming pool to relax under the sun.
Relax on spacious patios or decks with comfortable outdoor furniture for entertaining or unwinding.
Take advantage of lush garden areas or landscaped yards that enhance your outdoor living experience.
Utilize outdoor grilling facilities to savor meals cooked al fresco against the scenic backdrop.
Access boat docks or waterfront decks if staying near the water to enjoy fishing or sunset views.
Make use of outdoor showers to rinse off after a day at the nearby beaches or water activities.
Explore walking or biking paths around the property, perfect for discovering the natural beauty of this destination.

Top Attractions Around Captiva

What attractions are nearby?

Within this charming destination, you can enjoy a variety of outdoor activities such as lounging on pristine beaches, exploring scenic nature trails, or taking part in water-based adventures like kayaking and paddleboarding, all just moments from your short term stay here in the region.

Family Activities

Clam Pass Park Enjoy a family day at this scenic park featuring a shell-lined beach and a tram ride through lush mangroves, perfect for outdoor fun in the area.
J.N. "Ding" Darling National Wildlife Refuge Explore the refuge’s educational programs and wildlife viewing opportunities to introduce your family to local ecosystems.
Captiva Island Marina Take a boat tour or rent kayaks to navigate these calm waters and discover the region's vibrant aquatic life.
South Seas Island Resort Participate in family-friendly activities and enjoy resort amenities designed for all ages, making it an ideal spot for your stay here.

Adult Activities

Sunset Dolphin Cruises: Embark on a captivating cruise where you can observe playful dolphins and enjoy breathtaking sunset views over the region's waters.
Fishing Excursions: Experience the thrill of deep-sea or bay fishing, with local charters offering expert guidance to make the most of your day here.
Kayaking and Paddleboarding: Explore the tranquil waters and scenic shoreline by renting a kayak or paddleboard, perfect for a relaxing outdoor activity in this destination.
Beach Relaxation and Water Sports: Spend your days lounging on pristine beaches while engaging in water activities such as snorkeling or jet skiing, all within easy reach of your accommodations.

Other Places to Stay in Captiva, FL

Captiva Island

Explore 790 Properties

Gulf Shores

Explore 738 Properties

Turner Beach

Explore 736 Properties

Jensen’s Marina

Explore 721 Properties

Captiva Beach

Explore 718 Properties

Captiva Chapel By the Sea

Explore 716 Properties

McCarthy's Marina

Explore 715 Properties

Jungle Drums

Explore 715 Properties

Alison Hagerup Beach Park

Explore 659 Properties

North Captiva

Explore 170 Properties

Safety Harbor Club

Explore 134 Properties

Jose's Hideaway

Explore 36 Properties

More Places to Stay Near Captiva

Captiva Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead for the Peak Season: Secure your accommodations early to enjoy the best options in this popular destination and avoid last-minute availability issues.
Explore Local Beaches: Take advantage of the region's pristine beaches by scheduling visits during the early morning or late afternoon hours to experience tranquility and scenic beauty.
Sample Fresh Seafood: Indulge in dining experiences featuring the area's renowned seafood, which can often be enjoyed at waterfront eateries close to your stay.
Utilize Water Transportation: Consider boat rentals or water taxis to explore nearby islands and hidden coves, offering a unique perspective of this coastal destination.

Transportation Options

Car Rentals: Renting a car provides flexibility to explore the area at your own pace and reach remote beaches or attractions comfortably.
Shuttle Services: Convenient shuttle options are available that connect you directly to popular destinations around this scenic coastal region.
Taxi and Rideshare: Taxis and rideshare services like Uber and Lyft offer quick, reliable transportation for short trips within the area.
Bicycle Rentals: Biking is an eco-friendly way to enjoy the natural beauty of the region while traveling between your accommodations and nearby sites.

Local Customs Options

Sea Turtle Conservation: Participating in local efforts to protect sea turtles is a cherished custom, reflecting the community’s commitment to preserving the area's natural beauty.
Beach Etiquette: Visitors are expected to observe respectful behavior on the beaches, including keeping noise levels low and cleaning up after themselves to maintain the region’s pristine environment.
Shell Collecting: Shell collecting is a popular activity here, with many locals and travelers alike happily engaging in this quiet tradition while respecting wildlife habitats.
Sunset Viewing: Gathering to enjoy the area's breathtaking sunsets is a beloved custom, often shared with friends and family along the shoreline at the end of each day.

Frequently Asked Questions About Captiva Short-term Rentals

1. How many Short Term Stays are available in Captiva?

Currently, the total number of properties listed by RBO in 2026 is over 24 in the Captiva area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Short Term Stays in Captiva. 

2. What is the cancellation policy for short term stays in this destination?

Cancellation policies vary depending on the property listing. It is recommended to review the specific property's cancellation terms on the listing page or contact the host directly for detailed information.

3. Are there any specific check-in and check-out times I should be aware of when booking a short term stay?

Check-in and check-out times are set by each host and can differ between properties. You should verify these details on the property listing or communicate directly with the owner to ensure a smooth arrival and departure.

4. How do I confirm the availability of a short term stay during my preferred travel dates?

Availability is displayed on the property listing and can be checked in real-time. If your dates are not available or if you have special requirements, reaching out to the host is advised for further assistance.

5. What amenities are typically included in a short term stay in this region?

Amenities vary between properties, but many offer essential comforts such as Wi-Fi, kitchen facilities, and parking. For a complete list of what’s included, please refer to the property listing or contact the host directly.

6. What health and safety protocols are in place for short term stays here?

Health and safety measures depend on individual hosts and property policies. Review the listing details for any COVID-19 related protocols or contact the host to inquire about specific safety procedures.