Keewaydin Island holiday rentals

We found 10,496 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Keewaydin Island

Showing deals for:27 Nov - 4 Dec

Living area
Terrace/patio
Exterior
Pool
Exceptional
(41 reviews)

Cozy Getaway!

Bonita Springs

7% off
S$1,726
for 7 nights, 1 cottage
S$247 per night
includes taxes & fees
Cozy Getaway!
Private kitchen
Pool
Marina
Property grounds
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

7% off
S$8,761
for 7 nights, 1 cottage
S$1,252 per night
includes taxes & fees
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Large refrigerator and induction cook-top stove
Modern kitchen with bar area
Half covered lanai with pool, hot tub, grill and dining area
Plenty of golf courses in the area.
Exceptional
(115 reviews)

Bonita Springs Bungalow

Bonita Springs

6% off
S$3,989
for 7 nights, 1 home
S$570 per night
includes taxes & fees
Bonita Springs Bungalow
Exterior
Living area
Terrace/patio
Room
Wonderful
(17 reviews)

🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!

Fort Myers Beach

7% off
S$2,301
for 7 nights, 1 apartment
S$329 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Dining
Private kitchen
Private kitchen
South facing saltwater, pool over sized patio covered lanai, all day sunshine.
Exceptional
(14 reviews)

South Facing Canal View, Pirates Cove Marco, Dogs, Saltwater pool, Bikes, Kayaks

Marco Island

7% off
S$5,872
for 7 nights, 1 home
S$839 per night
includes taxes & fees
South Facing Canal View, Pirates Cove Marco, Dogs, Saltwater pool, Bikes, Kayaks
Exterior
Living area
Dining
Private kitchen
Wonderful
(21 reviews)

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

Fort Myers Beach

7% off
S$4,566
for 7 nights, 1 home
S$652 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Terrace/patio
Pool
Private kitchen
Interior
Exceptional
(25 reviews)

Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer

Bonita Springs

8% off
S$5,272
for 7 nights, 1 home
S$753 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Living area
Exterior
Interior
Beach
Exceptional
(37 reviews)

Charming Home, Private Pool, Short Walk to Restaurants and Beach!

Fort Myers Beach

7% off
S$4,742
for 7 nights, 1 home
S$677 per night
includes taxes & fees
Charming Home, Private Pool, Short Walk to Restaurants and Beach!
Exterior
Living area
Living area
Pool
Exceptional
(20 reviews)

Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.

Fort Myers Beach

6% off
S$4,781
for 7 nights, 1 home
S$683 per night
includes taxes & fees
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.
Terrace/patio
Pool
Private kitchen
Exterior detail
Exceptional
(103 reviews)

4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach

Naples

8% off
S$5,349
for 7 nights, 1 home
S$764 per night
includes taxes & fees
4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach
Property grounds
Heated Pool with jacuzzi
Dining Room (6)
Interior
Exceptional
(18 reviews)

Desired Southern Exp Waterfront SW Quadrant Pool Home! Walk to Crescent Beach!

Marco Island

9% off
S$8,851
for 7 nights, 1 home
S$1,264 per night
includes taxes & fees
Desired Southern Exp Waterfront SW Quadrant Pool Home! Walk to Crescent Beach!
Exterior
Exterior
Dining
Pool
Exceptional
(16 reviews)

LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!

Fort Myers Beach

7% off
S$2,759
for 7 nights, 1 home
S$394 per night
includes taxes & fees
LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!
Private kitchen
Terrace/patio
Pool
Room
Exceptional
(50 reviews)

Edgy Modern house with Heated Salt Water Pool

Naples

8% off
S$2,929
for 7 nights, 1 home
S$418 per night
includes taxes & fees
Edgy Modern house with Heated Salt Water Pool
Living area
Exterior
Living area
Pool
Exceptional
(14 reviews)

LOCATION! LOCATION! Charming 2-bedroom house in delightful Fort Myers Beach

Fort Myers Beach

8% off
S$2,639
for 7 nights, 1 home
S$377 per night
includes taxes & fees
LOCATION! LOCATION! Charming 2-bedroom house in delightful Fort Myers Beach
Property grounds
Beach
Living area
Interior
Exceptional
(65 reviews)

Vanderbilt Beach House, Perfect for 2 families, Pet friendly, Bikes beach gear

Naples

8% off
S$5,461
for 7 nights, 1 home
S$780 per night
includes taxes & fees
Vanderbilt Beach House, Perfect for 2 families, Pet friendly, Bikes beach gear
Interior
Property grounds
Pool
Private kitchen
Exceptional
(61 reviews)

Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet

Fort Myers Beach

7% off
S$2,336
for 7 nights, 1 apartment
S$334 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Exterior
Dining
Private kitchen
Room
Exceptional
(18 reviews)

Cozy Beach Villa, Shared Heated Pool, Steps to Beach, Restaurants!

Fort Myers Beach

7% off
S$3,472
for 7 nights, 1 apartment
S$496 per night
includes taxes & fees
Cozy Beach Villa, Shared Heated Pool, Steps to Beach, Restaurants!
Dining
Open floor plan. Living, Dining, and Kitchen
Kitchen
View of entryway and Coffee bar.
Exceptional
(34 reviews)

4-bedroom vacation home just 10 minutes from 5th Ave. and beach.

Naples

7% off
S$2,979
for 7 nights, 1 home
S$426 per night
includes taxes & fees
4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
Private kitchen
Living area
Property grounds
Pool
Exceptional
(10 reviews)

Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach

Naples

7% off
S$2,423
for 7 nights, 1 apartment
S$346 per night
includes taxes & fees
Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach
Outdoor dining
full functioning kitchen, everything you need for cooking and serving
Interior
Pool
Exceptional
(328 reviews)

Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets

Naples

7% off
S$3,809
for 7 nights, 1 home
S$544 per night
includes taxes & fees
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
Interior
Living area
Interior
Room
Exceptional
(8 reviews)

1 Mile to the beach! Clean 2 Bedroom Cozy Duplex!

Bonita Springs

6% off
S$1,497
for 7 nights, 1 apartment
S$214 per night
includes taxes & fees
1 Mile to the beach! Clean 2 Bedroom Cozy Duplex!
Living room
Pool entrance
Twin bedroom
Front entrance
Exceptional
(130 reviews)

1/2 Block to the Beach and 3rd Street Shopping!

Naples

8% off
S$2,803
for 7 nights, 1 apartment
S$400 per night
includes taxes & fees
1/2 Block to the Beach and 3rd Street Shopping!
Queen sleeper sofa
Property grounds
65’ smart tv, books, games
Pool
Exceptional
(116 reviews)

Pavillion Club Condo with dock and pool on the Gulf. Discount on extended stays

Marco Island

8% off
S$2,494
for 7 nights, 1 apartment
S$356 per night
includes taxes & fees
Pavillion Club Condo with dock and pool on the Gulf. Discount on extended stays
Exterior
Pool
Room
Private kitchen
Very good
(8 reviews)

Walk To Beach, North End Restaurants, Night Life Steps Away!

Fort Myers Beach

7% off
S$1,739
for 7 nights, 1 apartment
S$248 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
  • 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

Travel to charming Keewaydin Island

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Keewaydin Island. This romantic city attracts visitors thanks to its restaurants and shopping. Naples Beach and Fifth Avenue South are just a couple of the must-see attractions in the area. 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 and around Keewaydin Island

Do you want to find things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Keewaydin Island has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • TPC Treviso Bay (3.2 mi / 5.1 km)
  • Flamingo Island Course - Lely Resort (5.1 mi / 8.2 km)
  • Naples Zoo at Caribbean Gardens (6.8 mi / 11 km)
  • Naples Grande Golf Club (7.4 mi / 11.9 km)
  • Tiburon Golf Club (12.3 mi / 19.7 km)
  • Sun N Fun Lagoon (13.6 mi / 21.8 km)

Exploring the natural features in Keewaydin Island

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Keewaydin Island. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Naples Beach (4.4 mi / 7.1 km)
  • Naples Botanical Garden (2.7 mi / 4.3 km)
  • East Naples Community Park (2.8 mi / 4.5 km)
  • Naples Bay (4 mi / 6.4 km)
  • Lowdermilk Beach Park (6.6 mi / 10.6 km)
  • South Naples and Marco Island Beaches (7.2 mi / 11.6 km)

Frequently asked questions

How much does it cost to rent a holiday rental in Keewaydin Island?
Property type, length of stay and time of year are some of the conditions that can affect the price of a holiday home. Simply click on your dates of travel to find your ideal escape. From comfy cabins to expansive villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Keewaydin Island?
When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday rental. Type in your Keewaydin Island travel dates to see all your options on Vrbo. Can't live without a hot tub? Use the filters to choose the features and amenities you want in your holiday home.
What are the top attractions for families in Keewaydin Island?
Keeping the kids occupied during your holiday in Keewaydin Island is easy with these leading family-friendly attractions:
  • Naples Beach
  • Naples Pier
  • Naples Zoo at Caribbean Gardens
How old do you have to be to rent a holiday rental in Keewaydin Island?
The minimum required age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your preferred Keewaydin Island stay before booking your stay.
How long can I rent a holiday rental in Keewaydin Island for?
How long you can rent a holiday rental in Keewaydin Island is down to the property. Simply enter your selected dates to look at a list of options offering extended stays. With lots of amenities like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere just right to call your home away from home in Keewaydin Island.

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