Captiva Island holiday rentals

We found 2,269 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Captiva Island

Showing deals for:15 Jan - 22 Jan

Exterior
Terrace/patio
Living area
Living area
Exceptional
(11 reviews)

NEWLY REMODELED-Peaceful Florida Island Home-5 minute canal ride to Gulf waters!

Saint James City

8% off
S$2,298
for 7 nights, 1 home
S$328 per night
includes taxes & fees
NEWLY REMODELED-Peaceful Florida Island Home-5 minute canal ride to Gulf waters!
Dive into pure bliss in our outdoor paradise. Immerse yourself in the warmth of luxury with an inviting heated pool and spa that redefine relaxation. Let the tranquil waters and tropical surroundings transport you to a haven of serenity
“Pulling up to paradise… and the fun starts now! 🏝️✨”
Welcome to the heart of Green Tortuga, where the kitchen, dining, and living room converge in a harmonious dance of open space. This seamless design invites connection, conversation, and the free flow of moments in a space where every corner feels like hom
Experience the seamless flow of space in our open floor plan, where each room gracefully transitions into the next. A design that fosters connection, natural light, and an expansive sense of freedom. Welcome to a living space that feels as open as the poss
Exceptional
(23 reviews)

Pet-Friendly Island Home | Pool, Hot Tub + Cart

Captiva

7% off
S$8,437
for 7 nights, 1 home
S$1,205 per night
includes taxes & fees
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Room
Interior
Private kitchen
Marina
Exceptional
(5 reviews)

Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space

Matlacha

8% off
S$1,655
for 7 nights, 1 home
S$236 per night
includes taxes & fees
Cozy fishing cottage on canal in Matlacha - 2 bedrooms and large outdoor space
Room
Marina
Pool
Private kitchen
Exceptional
(8 reviews)

3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat

Saint James City

7% off
S$4,504
for 7 nights, 1 home
S$643 per night
includes taxes & fees
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
Private kitchen
Exterior
Outdoor dining
Living area
Wonderful
(28 reviews)

Renovated 5BR 5BA Island Home - Sleeps 16, 2 Golf Carts - Walk to Beach + Pool

Captiva

7% off
S$9,272
for 7 nights, 1 home
S$1,325 per night
includes taxes & fees
Renovated 5BR 5BA Island Home - Sleeps 16, 2 Golf Carts - Walk to Beach + Pool
Private kitchen
Exterior
Living area
Pool
Exceptional
(5 reviews)

Two minute walk to a soft sandy beach with some of the best shelling in the US.

Captiva

8% off
S$6,535
for 7 nights, 1 home
S$934 per night
includes taxes & fees
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Property grounds
Exterior
Private kitchen
Dining
Exceptional
(53 reviews)

TARPON COVE - Coastal island home on a private island. New outdoor deck/fire pit

Captiva

7% off
S$5,107
for 7 nights, 1 home
S$730 per night
includes taxes & fees
TARPON COVE - Coastal island home on a private island. New outdoor deck/fire pit
Master bedroom (Queen), walk out to lanai
Oversized Salt water pool with spa
Pool 80+ degrees
Spa 100+ degrees, on demand
Front door enters into dining room, seating for 6+ guests
Fully functional kitchen, opens to living room
Exceptional
(48 reviews)

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Bokeelia

6% off
S$2,593
for 7 nights, 1 home
S$370 per night
includes taxes & fees
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Dining
Right on the beach. Open the lanai door for direct access to the pool and beach!
Bar dining for four.
Your view of the beach from the screened lanai.
Exceptional
(84 reviews)

Sanibel 1-bedroom Beachfront Condo!

Sanibel

8% off
S$5,789
for 7 nights, 1 apartment
S$827 per night
includes taxes & fees
Sanibel 1-bedroom Beachfront Condo!
Dining
Beach
Exterior
Private kitchen
Exceptional
(129 reviews)

Stunning Modern beach front unit - completely renovated! Includes golf cart!

Captiva

8% off
S$4,980
for 7 nights, 1 apartment
S$711 per night
includes taxes & fees
Stunning Modern beach front unit - completely renovated! Includes golf cart!
double high ceilings and barn doors in loft kids room.
Games on "Beachy" Backard
Double size lot in secluded cul de sac
Living Room double ceiling high
Exceptional
(54 reviews)

Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week

Captiva

8% off
S$7,172
for 7 nights, 1 home
S$1,025 per night
includes taxes & fees
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Living area
So close to our beautiful beach.
Interior
Pool
Exceptional
(48 reviews)

Upgraded beach house located just steps away from the beach. Pool and Hot tub.

Captiva

9% off
S$5,483
for 7 nights, 1 home
S$783 per night
includes taxes & fees
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Living area
Beach
Dining
Interior
Exceptional
(38 reviews)

Spectacular beach front views with a short walk to members only beach

Captiva

7% off
S$5,267
for 7 nights, 1 home
S$752 per night
includes taxes & fees
Spectacular beach front views with a short walk to members only beach
Exterior
Community pool
Private boardwalk to the beach
Picnic Table and Outdoor Seating
Excellent
(21 reviews)

Fantastic Island Getaway at Sunset Captiva 48

Captiva

8% off
S$8,614
for 7 nights, 1 home
S$1,231 per night
includes taxes & fees
Fantastic Island Getaway at Sunset Captiva 48
Living area
Dining
Exterior
Living area
Exceptional
(34 reviews)

Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

Captiva

8% off
S$4,685
for 7 nights, 1 home
S$669 per night
includes taxes & fees
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Master bedroom
Location
Top deck lanai
Kitchen
Exceptional
(32 reviews)

Escape to Paradise – 3 Bedrooms, 2½ Baths, Private Pool & 60' Boat Dock

Saint James City

8% off
S$4,030
for 7 nights, 1 home
S$576 per night
includes taxes & fees
Escape to Paradise – 3 Bedrooms, 2½ Baths, Private Pool & 60' Boat Dock
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Captiva Island

The island views and other outdoor surroundings create an inviting atmosphere in Captiva Island. Well known for its dolphin watching, kayaking and fishing, this relaxing city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Captiva Island

Are you hoping to find top things to see and do during your stay? Travellers enjoy Captiva Island for its dolphin viewing, kayaking and fishing. Venture out of your holiday home and check out everything that Captiva Island has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sun Splash Water Park (15.5 mi / 24.9 km)
  • Dunes Golf and Tennis Club (10.7 mi / 17.3 km)
  • Sanibel Island Golf Club (10.9 mi / 17.6 km)
  • Cape Royal Golf Club (12 mi / 19.3 km)
  • Palmetto-Pine Country Club (13.7 mi / 22 km)
  • Coral Oaks Golf Course (14.8 mi / 23.9 km)

Exploring the beaches and other natural features in Captiva Island

Captiva Island is famous for its island views and breathtaking sunsets. Whether you're looking for fun outdoor activities or just want to take in the scenery, Captiva Island is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Captiva Beach (1.7 mi / 2.7 km)
  • Turner Beach (3.2 mi / 5.2 km)
  • Blind Pass Beach (3.4 mi / 5.4 km)
  • North Captiva Island Beach (3.7 mi / 5.9 km)
  • Bowman's Beach (5.4 mi / 8.6 km)
  • J. N. Ding Darling National Wildlife Refuge (6.6 mi / 10.6 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Captiva Island?
The most popular types of holiday rentals in Captiva Island are condos. Looking for something different? Vrbo has many options to match the diverse needs of our guests, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday rental in Captiva Island?
Property type, length of stay and time of year are some factors that can influence the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy chalets to expansive luxury villas, all Vrbo holiday rentals offer unbeatable value.
How much does it cost to rent a beach house in Captiva Island?
Prices for beach houses in Captiva Island differ depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and how many guests to view your rental options and prices. From there you can use our filters to narrow your search by amenities, nearby activities, ratings and more.
What are popular rental amenities in Captiva Island?
When it comes to rental amenities that people are looking for in Captiva Island, a barbecue grill, a beach view and a nearby waterfront rank highest. With Vrbo holiday rentals, you'll enjoy choices to suit your taste and style, whether you're going on a holiday with family members, friends or even pets.
Can I find two-bedroom holiday rentals in Captiva Island?
You can pick from three two-bedroom holiday rentals in Captiva Island. Give your little ones the second room or maybe fill it with a couple of your best friends. There's a comfy spot for whoever's fortunate enough to be joining in on the fun.
How old do you have to be to rent a holiday rental in Captiva Island?
The minimum age can vary across properties on Vrbo, so be sure to check the rules of the holiday home in Captiva Island you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Captiva Island for?
It's down to the Captiva Island property. To see all available options offering extended stays, just enter your dates and number of people into Vrbo's search page. You can enjoy having the entire property to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and a yard where the kids can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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