
Cottage holiday rentals in Captiva
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Top-rated cottage rentals in Captiva
Guests agree: these cottages are highly rated for location, cleanliness and more.

The Bonita Bitty Beach Cottage
Welcome to the Bonita Bitty! This 2 bed, 1 bath direct waterfront cottage is the perfect getaway spot to relax & recharge. Outdoor dining and lounge area with private canal mangrove views with the occasional manatee & dolphin visit. Unbeatable location in a quaint neighborhood only 1 mile to walk/bike to the beautiful beaches. Downtown, parks, restaurants, cafes, & breweries minutes away. Explore all Bonita, Naples, & Fort Myers paradises have to offer from this Bonita duplex. Estero Bay fishing

Mojito Island Cottage
Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

LRG Deck River Kayak Launch Updated 1.3M To Beach
Cozy 2 Bedroom 1 Bath Freshly Updated Coastal Cottage. 1.3 Miles to World Renowned Barefoot Beach. 10 Restaurants, 7/11, bait shop, kayak, rental & Publix all very close. Our property is a former Girl Scout Fishing Camp with 8 cottages. Enjoy our 25 ft dock on the Imperial River which leads to the Gulf of Mexico for private use of our guests. Fish from our dock or use the Kayak Launch and a Jetski Floating Dock If this listing doesn't fit your needs, ask us for a link to all of our listings.

Green Palm Cottage-Sweet Apt-Sweet Price!
Green Palm Cottage is located on the property of our personal residence. If you want a private getaway, this is the spot! Close to everything , but with the sense of seclusion on our lush, eye-catching property, nestled at the end of our brick paved driveway. Spacious studio with Queen bed, comfy sofa etc. Skip the extra luggage fees - we provide everything you need~ washer/dryer, beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

Romantic Getaway “Waterside” Dockage~Canal front
Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

Turtle Trax
Welcome to paradise! Your stay includes The Island Club access to clubhouse pools, pool bar, hot tub, as well as bikes, kayaks, and tennis and basketball fun. There is a 4-seater golf cart included for everything you need to make your vacation a memorable one. All your linens, fully equipped kitchen, private pool with screened in pool deck, propane grill, central a/c, and streaming TVs are all provided. Games and books for all ages. Hammocks & comfortable beds await your island getaway.

Cottage Retreat Minutes from the Beaches
This house is central to everything that Fort Myers has to offer! Private guest house on same property as our home. Spend the day on Fort Myers Beach enjoying live music at their restaurants & bars or venture over to Sanibel Island where you can enjoy kayaking and collecting seashells on their world famous beaches. If you are feeling adventurous, you can hop on the Key West Express for a boat ride down to Duval Street for the day! Hammond Stadium & Jet Blue Park are also minutes away.

20 min to the beach! Pool, fire pit, 3bd/2.5ba
*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Waterside Cottage
Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Nearly 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Cottage Secluded in Palms short walk to the Beach
Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

The Enchanted Cottage on the Imperial River
Spiritually relaxing & located on the Imperial River Kayak Trail, the Enchanted Cottage is the perfect Oasis before wandering Downtown to the shops & restaurants of Bonita Springs. Explore this unique property, wander the gardens, Fish or Kayak & explore the River before discovering the new Food Truck Park, bars, & weekend festivals of Bonita Springs. A gorgeous 1920s estate conveniently located; 15-20 mins to RSW, FGCU, & the SWFL beaches with many nearby shops & restaurants.
Popular amenities for cottage rentals in Captiva
Cottage rentals with a hot tub

Wobbly Pelican steps from beach!

The Sea Star Cottage

Villa The Island Hideaway 2

Spacious Cottage

beautiful beach get away

Beach cottage l

Close to Beach - Cottage Blue

Salt Water Spa! Walk Everywhere!
Pet-friendly cottage rentals

Buckingham Ft Myers Cozy Private Cottage

Charming Waterfront Cottage on the Imperial River

The Bokeelia Cottage

Jensen's Marina and Cottages - Cottage #6

A Cozy Cottage Close to Beach and Downtown

River Ranch Oaks

Offshore Oasis Cottage

Commercial Office Space available December!
Private cottage rentals

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

Updated Cottage On River - 1.3 Mi to Beach KIT W/D

Captiva Hampton - Cute, Cozy, Walk to the Beach

Updated Kit W/D On River 1.3 Mi to Beach Sleeps 4

Jensen's Cottage #4- Captiva Island

“The Quarterdeck Cottage” with Dockage!

Lux Sunset on Open Water Cottage 2/2!

DEJA BLUE 1000 FT from Beach Great for Families
Quick stats about cottage rentals in Captiva

Total holiday rentals
Explore 20 holiday rentals in Captiva

Nightly prices starting at
Captiva holiday rentals start at £186 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Captiva holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva rentals

4.8 Average rating
Captiva stays are highly rated by guests – averaging 4.8 out of 5!
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- Cottage rentals Lee County
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- North Jetty Beach
- Boca Grande Pass
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club




