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Best Vacation rentals and Airbnb offers in Captiva, FL
9.8 32 reviews
Captiva, FL
08/26 – 08/30
$280/nighttotal: $1120 (4 )
Captiva Bayside Villas 1 Bedroom 2 Bath - Sleep 4
1 2
apartment , Captiva
This one-bedroom Captiva Island condo is located in the Bayside Villa neighborhood, just a short walk from Captiva Village and the renowned Captiva beaches. The 1-bedroom, 2-bathroom unit sleeps up to four guests and includes a king-size bed in the master bedroom, a queen-size Murphy bed in the living room, a large screened-in lanai, a fully equipped kitchen, and a private pool and spa.
9.7 289 reviews
Captiva, FL
08/26 – 08/30
$268/nighttotal: $1072 (4 )
️South Seas Serenity Coastal Luxury Beach Condo️
1 2
apartment , Captiva
Upscale And Beautiful Beach Front Condo With Gorgeous Gulf Sunsets, South Seas is a beachfront vacation home on Captiva, a 15-minute walk from Alison Hagerup Beach Park, Captiva Beach, and McCarthy's Marina. It has excellent user, location and cleanliness ratings. The condo accommodates up to 4 guests and features a private pool, a fully equipped kitchen, free WiFi, a spa tub, a washing machine, a microwave, a coffee/tea maker, and a TV. Guests can also enjoy the convenience of parking, a terrace/balcony, a garden, air conditioning, and a smoke-free environment.
9.4 78 reviews
Captiva, FL
08/26 – 08/30
$314/nighttotal: $1256 (4 )
Gorgeous Bayside Residence, Sleeps 5
1 2
apartment , Captiva
This Bayside Villa unit is located within the South Seas Resort on Captiva Island, offering panoramic bay views and close proximity to the beach, pool, and spa. The apartment has received excellent ratings for user experience, location, and cleanliness. The 660-square-foot apartment has one bedroom and can accommodate up to four guests. Enjoy the fully equipped kitchen, beach gear, and access to the resort's amenities, including the pool, spa, and beach.
10 45 reviews
Captiva, FL
07/02 – 07/05
$7604/nighttotal: $22812 (3 )
Seaoatscaptivaisland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball
1 9
apartment , Captiva
Sea Oats, a 10,000-square-foot waterfront estate on Captiva Island, provides private beach access and is close to Captiva's nature trails and restaurants. This luxurious 11-bedroom, 12-bathroom home boasts a private 4-acre gated estate with a heated pool, tennis court, kayaks, paddleboards, concierge services, and complimentary pre-arrival grocery shopping.
10 1 review
Captiva, FL
07/02 – 07/05
$438/nighttotal: $1314 (3 )
Modern House On Water Gulf Acess Heated Pool & Hot Tub
4 9
apartment , Cape Coral
This modern waterfront house in Cape Coral's Burnt Store neighborhood offers direct Gulf access, ideal for boating, and is located approximately 30 miles from Sanibel Island. This spacious 3000-square-foot residence accommodates up to 10 guests with four bedrooms, including two king suites, and features a private swimming pool, jacuzzi, and terrace, with boat usage available upon inquiry.
10 13 reviews
Captiva, FL
08/26 – 08/30
$305/nighttotal: $1220 (4 )
Captiva Resort Villa 3233
2 2
apartment , Captiva
This top-floor condo is located in South Seas Villas within the gated South Seas Island Resort on Captiva Island, just 0.1 miles from the beach and community pool. This 2-bedroom, 2-bathroom unit accommodates up to 6 guests and offers private access to Tween Waters Inn and Marina, a screened lanai, and is within walking distance of downtown Captiva shops and restaurants.
9.4 26 reviews
Captiva, FL
07/02 – 07/05
$497/nighttotal: $1491 (3 )
"Matlacha Island Entrance: Stunning And Beautiful Home In Cape Coral Fl Oasis"
5 9
apartment , Cape Coral
This Cape Coral vacation home is located in Burnt Store, close to Royal Tee Golf Club and Coral Oaks Golf Course, offering a peaceful escape from the hustle and bustle. It has received excellent user ratings, making it a popular choice for travelers. The home has five bedrooms and two bathrooms, comfortably accommodating up to ten guests. The property features a spacious fenced yard with a heated pool, a private dining room, a pool table, a gas BBQ, a washer and dryer, bikes, and a fully equipped kitchen with modern appliances.
10 161 reviews
Captiva, FL
08/26 – 08/30
$371/nighttotal: $1484 (4 )
Captiva Beach Villas On The Gulf Beach
1 2
apartment , Captiva
This beachfront condo, located in the Beach Villas area of the South Seas Resort on Captiva Island, offers direct Gulf of Mexico access and proximity to J.N. Ding Darling National Wildlife Refuge and nearby amenities. This 690-square-foot, one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen, private lanai with Gulf and pool views, a swimming pool, spa, and beach access with provided chairs, umbrella, and towels.
9.4 90 reviews
Captiva, FL
08/26 – 08/30
$210/nighttotal: $840 (4 )
Bayside Villas
1 2
apartment , Captiva
South Seas Bayside Villa 4112 is located in Captiva, just an 8-minute walk from the beautiful Captiva Beach and 10 miles from the Bailey Matthews Shell Museum. This vacation rental has received excellent ratings for location, cleanliness, and user experience. The villa has one bedroom and is 690 square feet. Amenities include a fully equipped kitchen, private balcony, air conditioning, a hot tub, a swimming pool, a tennis court, free Wi-Fi, and free private parking.
9.8 9 reviews
Captiva, FL
07/26 – 07/30
$273/nighttotal: $1092 (4 )
Jensen's Marina And Cottages - Cottage #2
1 2
apartment , Captiva
Jensen's Cottage #2, located at Jensen's Twin Palm Marina and Cottages on Captiva Island, offers convenient access to Captiva's beaches and the on-site bait shop and boat rentals. This one-bedroom, one-bathroom cottage sleeps two, features a kitchen with a fridge, freezer, and microwave, air conditioning, and a garden, and is undergoing renovations until March 2025.
9.0 23 reviews
Captiva, FL
08/26 – 08/30
$208/nighttotal: $832 (4 )
Villa 3132 In Captiva
2 2
apartment , Captiva
This top-floor condo in South Seas Villas on Captiva Island offers a short walk to Captiva's beaches and a short drive to Captiva Village. The two-bedroom, two-bathroom unit sleeps six, features a loft-style primary bedroom, full kitchen, screened lanai, and access to a heated pool, BBQ grills, and complimentary beach gear through a VayKLife partnership.
9.5 17 reviews
Captiva, FL
08/26 – 08/30
$262/nighttotal: $1048 (4 )
Captiva Bayside Villas 1 Bedroom 2 Bath - Sleep 4
1 2
apartment , Captiva
Captiva Bayside Villas offers a one-bedroom apartment, an 8-minute walk from Captiva Beach, 10 miles from the Bailey-Matthews National Shell Museum, and 14 miles from the Sanibel & Captiva Islands Chamber of Commerce. This 690-square-foot condo features two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private terrace, swimming pool, jacuzzi, free Wi-Fi, and on-site parking.
Best Captiva, FL vacation rentals with a balcony
9.0 16 reviews
Captiva, FL
07/26 – 07/30
$372/nighttotal: $1488 (4 )
Villa 3237 Captiva Island Escape: Updated Condo With Pool, Steps To Beaches
2 2
apartment , Captiva
This beachfront Captiva Island vacation home is a short walk from Alison Hagerup Beach Park, McCarthy's Marina, and Captiva Beach, and within 1.2 miles of Jungle Drums and Jensen's Marina. This 890-square-foot property features three bedrooms, two bathrooms, and sleeps eight, offering a fully equipped kitchen, free Wi-Fi, a swimming pool, and barbecue grills.
9.6 32 reviews
Captiva, FL
07/26 – 07/30
$347/nighttotal: $1388 (4 )
Beach Villa 2217: Your Island Escape With Stunning Gulf Views!
1 2
apartment , Captiva
This Captiva Island condo, near the beach and J.N. "Ding" Darling National Wildlife Refuge, offers convenient access to Captiva Chapel By the Sea and local restaurants. The 690-square-foot, one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen, private lanai with Gulf views, a swimming pool, and access to tennis courts (fee applies).
Captiva, FL
07/26 – 07/30
$292/nighttotal: $1168 (4 )
70 M² House ∙ 1 Bedroom ∙ 4 Guests
1 2
house , Captiva
This second-floor walk-up condo offers direct Gulf front access at the South End of Captiva Island, placing you within a 0.3-mile walk to Captiva Village's shops, galleries, and restaurants. This 740 sq ft villa accommodates up to four guests with one bedroom featuring a king bed and a living area with a queen sleeper sofa, boasting a fully equipped kitchen, air conditioning, a private screened lanai with sunset views, and access to community amenities including a heated pool and tennis courts.
10 2 reviews
Captiva, FL
08/26 – 08/30
$232/nighttotal: $928 (4 )
Bayside Villa 5206: Elevated Bay Views & Serene Captiva Living
2 2
apartment , Captiva
This Captiva Island condo provides elevated bay views, located steps from the sand with convenient access to local dining and boutiques. This 830 sq ft, two-bedroom, two-bathroom condo accommodates up to four guests and features a screened lanai, fully equipped kitchen, and access to a shared pool and hot tub.
Our Favorite Family-Friendly Vacation Rentals in Captiva, FL
Plan the perfect family beach trip to Captiva, FL with spacious rentals that offer plenty of room to spread out.
9.2 41 reviews
Captiva, FL
08/26 – 08/30
$671/nighttotal: $2684 (4 )
Life's A Beach: Walk To Private Beach & Village In 5 Minutes
3 2
apartment , Captiva
This Captiva vacation rental is a 5-minute walk from the beach, Jungle Drums, and McCarthy's Marina, making it a perfect spot for exploring the island. The house has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and features a fully equipped kitchen, a patio, a garden, and a Jacuzzi. Guests can enjoy the outdoor space, prepare meals, and relax in the comfortable living areas.
Captiva, FL
08/26 – 08/30
$404/nighttotal: $1616 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Captiva
This Jensen's Cottage #3 is located within Jensen's Twin Palm Marina and Cottages on Captiva Island, offering direct access to fishing and boating. This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features a kitchen with a fridge and microwave, air conditioning, internet, and on-site parking, with boat rentals and docking available.
9.8 24 reviews
Captiva, FL
08/26 – 08/30
$1459/nighttotal: $5836 (4 )
5br Luxury Retreat With Main-level Pool, Spa & Elevator Steps To The Beach
5 2
apartment , Captiva
This Captiva vacation rental is located just steps from Jungle Drums and McCarthy's Marina, with Captiva Beach and Jensen’s Marina within a 5-minute walk. This home has received excellent user ratings, making it a popular choice for travelers seeking a relaxing and convenient stay. This 5-bedroom, 6-bathroom property is perfect for larger groups or families. Enjoy modern amenities like internet access, a DVD player, and a coffee/tea maker, as well as a fully equipped kitchen with a microwave and laundry facilities.
10 115 reviews
Captiva, FL
07/02 – 07/05
$566/nighttotal: $1698 (3 )
Hot Tub And Dock Gilligan's On The Island
1 9
house , Matlacha
Hot tub and Dock Gilligan's on the Island is a vacation rental located in Matlacha, Florida, just a short drive from popular attractions like Fishermen's Village and the Sanibel and Captiva Chamber of Commerce. The house has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom house offers comfortable accommodations for your stay. Enjoy a fully equipped kitchen, a private hot tub, a dock, and a terrace, as well as access to water sports facilities and an outdoor fireplace.
Frequently Asked Questions about vacation rentals in Captiva, FL
Which walking or cycling routes are the best in Captiva, FL?
The Captiva Island Recreation Trail is a great place to walk or bike, offering scenic views of the Gulf of Mexico. If you want a longer ride, you can connect to the Sanibel Island Bikeway, which stretches for 25 miles along the coast.
What are the best Airbnb and vacation rentals in Captiva, FL?
What sports or outdoor activites can visitors enjoy in and around Captiva, FL?
Captiva is perfect for water sports like swimming, kayaking, paddleboarding, and fishing. There are also many opportunities for boating, snorkeling, and diving. If you prefer to stay on land, you can go birding, shelling, or simply relax on the beach.
What other towns or cities can be easily accessed from Captiva, FL?
You can easily drive to Sanibel Island and Fort Myers from Captiva. Naples is a bit further away, but it's still a doable day trip. If you want to explore the Everglades, Everglades City is about a 2-hour drive.
What are the best vacation rentals with a pool in Captiva, FL?
What amenities are commonly available in vacation rentals in Captiva, FL?
Vacation rentals in Captiva typically have a wide range of amenities, including private pools, hot tubs, and outdoor grills. Many rentals also offer beach access, kitchens, laundry facilities, and high-speed internet. Some even have boat docks and kayaks for your enjoyment.
What are the best rentals for families and kids in Captiva, FL?
What time of year is best to rent a vacation rental Captiva, FL?
The best time to visit Captiva is during the shoulder seasons, from April to May and September to October, when the weather is still pleasant but the crowds are smaller. If you can handle the heat, summer is also a great time to visit, as there are many festivals and events going on.
What are the best rentals or Airbnbs with a jacuzzi in Captiva, FL?
Captiva is known for its fresh seafood, so you'll find plenty of restaurants serving dishes like stone crab claws, grouper sandwiches, and shrimp scampi. You can also find local favorites like Key lime pie and conch fritters.
Destinations nearby
Best Captiva, FL vacation rentals with parking
9.8 6 reviews
Captiva, FL
08/26 – 08/30
$261/nighttotal: $1044 (4 )
Captiva Island Bayside Villas 1 Bed 2 Bath Sleep 4
1 2
apartment , Captiva
This Captiva Island condo, located in the Bayside Villas neighborhood of the South Seas Island Resort, is a short walk from Captiva's beaches and village. The one-bedroom, two-bathroom unit sleeps four guests and features a king-size bed, queen-size Murphy bed, full kitchen, screened lanai with Pine Island Sound views, access to a pool, and provided beach gear; boat docking is available at the nearby Bayside Villas Marina for a fee.
8.8 21 reviews
Captiva, FL
08/26 – 08/30
$263/nighttotal: $1052 (4 )
Charming Captiva Villa Residence, Great Amenities
1 2
apartment , Captiva
This 1-bedroom Captiva Island condo is located in the South Village district, just a short walk from the South Village Rum Bar and Grille Doc Fords and within easy walking distance of downtown Captiva Village. The 750-square-foot unit features a fully equipped kitchen, a private lanai with garden and pool views, and access to a heated pool and grill area at the Tennis Villas complex.
8.6 4 reviews
Captiva, FL
07/26 – 07/30
$381/nighttotal: $1524 (4 )
Adorable Coastal-themed 1 Bedroom Condo On Captiva - Snook Villa 3118
1 2
apartment , Captiva
Snook Villa at South Seas 3118, a Captiva Island condo, offers a quiet location near the beach and a short walk from restaurants and shops, placing you conveniently close to attractions like the Bailey-Matthews National Shell Museum and Captiva Chapel by the Sea. This 580-square-foot, two-bedroom, one-bathroom unit sleeps four and features a kitchen with a fridge, microwave, and dishwasher, plus a swimming pool, spa, and parking; a terrace/balcony completes the amenities.
8.8 3 reviews
Captiva, FL
08/26 – 08/30
$232/nighttotal: $928 (4 )
Bayside Villa 4108: Renovated Luxury & Spacious Comfort In The Heart Of Captiva
1 2
apartment , Captiva
This Captiva condo offers a prime location, situated a 13-minute walk from Jensen's Marina and a 14-minute walk from Captiva Beach, with nearby opportunities for windsurfing and kayaking. The 830-square-foot unit accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a private terrace, and access to a communal pool and hot tub, with on-site parking available.
Search Vacation Rentals with Swimming Pool in Captiva, FL
Enhance your coastal getaway with a Captiva, FL vacation rental featuring a pool.
10 2 reviews
Captiva, FL
07/26 – 07/30
$400/nighttotal: $1600 (4 )
Palm Haven - Upscale Captiva Island Condo
1 2
apartment , Captiva
This Captiva Island rental is conveniently located near Alison Hagerup Beach Park (an 11-minute walk) and McCarthy's Marina (a 15-minute walk), providing easy access to Sanibel Island's South Beach and the Sanibel-Captiva Conservation Foundation. The one-bedroom, one-bathroom apartment sleeps four guests and features a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, a terrace, and on-site parking.
9.2 20 reviews
Captiva, FL
07/26 – 07/30
$333/nighttotal: $1332 (4 )
Captiva Stunning Beachfront Residence
1 2
apartment , Captiva
This beachfront condo rental in the Gulf Beach Villas community of South Seas Resort, Captiva Island, is a five-minute walk from Captiva Village's shops and restaurants. The one-bedroom, one-bathroom unit sleeps four with a king-size bed, queen-size pull-out sofa, fully equipped kitchen, and complimentary Tommy Bahama beach gear; guests enjoy access to a community pool, grill, tennis court, and beach.
9.7 58 reviews
Captiva, FL
08/26 – 08/30
$314/nighttotal: $1256 (4 )
5136 Bayside Villas, Captiva
1 2
apartment , Captiva
This Captiva Island apartment is located on the bayside, offering scenic views and a 10-minute walk to the Gulf-side beach. The peaceful neighborhood provides a relaxing escape from the hustle and bustle of everyday life. This one-bedroom unit comfortably sleeps four guests and is perfect for families or small groups. The apartment includes a fully equipped kitchen, air conditioning, laundry facilities, and parking, making it a convenient and comfortable home away from home. Enjoy the best of Captiva Island with easy access to restaurants, shops, and a Starbucks. Spend your days relaxing on the pristine beaches, exploring the local shops, or enjoying the breathtaking views of the bay.
9.1 87 reviews
Captiva, FL
08/26 – 08/30
$314/nighttotal: $1256 (4 )
Stunning Harborview Residence On Captiva Island
1 2
apartment , Captiva
This Captiva apartment is located within a 15-minute walk of Alison Hagerup Beach Park, Jungle Drums, and McCarthy's Marina, making it easy to explore the island's attractions. The apartment has received excellent ratings for cleanliness, location, and overall experience. The one-bedroom apartment spans 660 square feet and comfortably sleeps four guests. Amenities include a fully equipped kitchen, a swimming pool, a Jacuzzi, a washing machine, and a TV, ensuring a comfortable and enjoyable stay.
Search Coastal Vacation Rentals near Captiva, FL
Discover relaxing coastal properties with these seaside vacation rentals in Captiva, FL, located near the shore for an ideal beach-town escape.
8.6 31 reviews
Captiva, FL
07/26 – 07/30
$257/nighttotal: $1028 (4 )
Bayside Villa 5130: Your Perfect Island Retreat
1 2
apartment , Captiva
9.7 7 reviews
Captiva, FL
07/26 – 07/30
$272/nighttotal: $1088 (4 )
Bayside Villa 5226
1 2
apartment , Captiva
8.8 4 reviews
Captiva, FL
08/26 – 08/30
$261/nighttotal: $1044 (4 )
Captiva Villa 3221- Captiva One Bedroom Standard Residence
1 2
house , Captiva
8.7 3 reviews
Captiva, FL
08/26 – 08/30
$301/nighttotal: $1204 (4 )
Adorable Coastal-themed 1 Bedroom Condo On Captiva - Snook Villa At South Seas 3118
1 2
house , Captiva
Browse Luxury Vacation Rentals in Captiva, FL
Premium waterfront rentals in Captiva, FL combine upscale design with refined service for a truly superior getaway.
9.4 31 reviews
Captiva, FL
08/26 – 08/30
$181/nighttotal: $724 (4 )
Bayside Villa 4222
1 2
apartment , Captiva
Choose the Right Vacation Rentals with a Steam Room in Captiva, FL
Maximize your recovery with an on-site sauna, a standard feature at these premier Captiva, FL vacation rentals.
8.7 6 reviews
Captiva, FL
07/26 – 07/30
$282/nighttotal: $1128 (4 )
Beach Villa 2007 - Beautifully Renovated One-bedro
