Keewaydin Island holiday rentals

We found 10,504 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Keewaydin Island

Showing deals for:27 Nov - 4 Dec

Interior
Terrace/patio
Exterior
Pool
Exceptional
(41 reviews)

Cozy Getaway!

Bonita Springs

7% off
S$1,728
for 7 nights, 1 cottage
S$247 per night
includes taxes & fees
Cozy Getaway!
Marina
Pool
Marina
Private kitchen
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

7% off
S$8,726
for 7 nights, 1 cottage
S$1,247 per night
includes taxes & fees
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Plenty of golf courses in the area.
Modern kitchen with bar area
Large refrigerator and induction cook-top stove
Spacious living room with large flat screen TV
Exceptional
(115 reviews)

Bonita Springs Bungalow

Bonita Springs

6% off
S$3,973
for 7 nights, 1 home
S$568 per night
includes taxes & fees
Bonita Springs Bungalow
Terrace/patio
Living area
Exterior
Private kitchen
Wonderful
(17 reviews)

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

Fort Myers Beach

7% off
S$2,292
for 7 nights, 1 apartment
S$327 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
South facing saltwater, pool over sized patio covered lanai, all day sunshine.
Private kitchen
Living area
Dining
Exceptional
(14 reviews)

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

Marco Island

7% off
S$5,848
for 7 nights, 1 home
S$835 per night
includes taxes & fees
South Facing Canal View, Pirates Cove Marco, Dogs, Saltwater pool, Bikes, Kayaks
Living area
Living area
Private kitchen
Dining
Wonderful
(21 reviews)

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

Fort Myers Beach

7% off
S$4,548
for 7 nights, 1 home
S$650 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Terrace/patio
Pool
Exterior
Interior
Exceptional
(25 reviews)

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

Bonita Springs

8% off
S$5,251
for 7 nights, 1 home
S$750 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Interior
Exterior
Private kitchen
Beach
Exceptional
(37 reviews)

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

Fort Myers Beach

7% off
S$4,723
for 7 nights, 1 home
S$675 per night
includes taxes & fees
Charming Home, Private Pool, Short Walk to Restaurants and Beach!
Exterior
Living area
Private kitchen
Pool
Exceptional
(20 reviews)

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

Fort Myers Beach

6% off
S$4,761
for 7 nights, 1 home
S$680 per night
includes taxes & fees
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.
Property grounds
Heated Pool with jacuzzi
Dining Room (6)
Guest room #2 Queen Bed
Exceptional
(18 reviews)

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

Marco Island

9% off
S$8,815
for 7 nights, 1 home
S$1,259 per night
includes taxes & fees
Desired Southern Exp Waterfront SW Quadrant Pool Home! Walk to Crescent Beach!
Private kitchen
Exterior
Dining
Exterior
Exceptional
(16 reviews)

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

Fort Myers Beach

7% off
S$2,748
for 7 nights, 1 home
S$393 per night
includes taxes & fees
LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!
Exterior detail
Pool
Exterior detail
Terrace/patio
Exceptional
(103 reviews)

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

Naples

8% off
S$5,327
for 7 nights, 1 home
S$761 per night
includes taxes & fees
4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach
Living area
Exterior
Private kitchen
Pool
Exceptional
(14 reviews)

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

Fort Myers Beach

8% off
S$2,628
for 7 nights, 1 home
S$375 per night
includes taxes & fees
LOCATION! LOCATION! Charming 2-bedroom house in delightful Fort Myers Beach
Interior
Property grounds
Pool
Room
Exceptional
(61 reviews)

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

Fort Myers Beach

7% off
S$2,291
for 7 nights, 1 apartment
S$327 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Private kitchen
Dining
Living area
Room
Exceptional
(18 reviews)

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

Fort Myers Beach

7% off
S$3,458
for 7 nights, 1 apartment
S$494 per night
includes taxes & fees
Cozy Beach Villa, Shared Heated Pool, Steps to Beach, Restaurants!
Room
Terrace/patio
Pool
Private kitchen
Exceptional
(50 reviews)

Edgy Modern house with Heated Salt Water Pool

Naples

8% off
S$2,917
for 7 nights, 1 home
S$417 per night
includes taxes & fees
Edgy Modern house with Heated Salt Water Pool
Living room
Pool entrance
Twin bedroom
Kitchen
Exceptional
(130 reviews)

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

Naples

8% off
S$2,956
for 7 nights, 1 apartment
S$422 per night
includes taxes & fees
1/2 Block to the Beach and 3rd Street Shopping!
Room
Living area
Interior
Interior
Exceptional
(8 reviews)

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

Bonita Springs

6% off
S$1,492
for 7 nights, 1 apartment
S$213 per night
includes taxes & fees
1 Mile to the beach! Clean 2 Bedroom Cozy Duplex!
Pool
Property grounds
65’ smart tv, books, games
Queen sleeper sofa
Exceptional
(116 reviews)

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

Marco Island

8% off
S$2,484
for 7 nights, 1 apartment
S$355 per night
includes taxes & fees
Pavillion Club Condo with dock and pool on the Gulf. Discount on extended stays
Living area
Beach
Property grounds
Interior
Exceptional
(65 reviews)

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

Naples

8% off
S$5,439
for 7 nights, 1 home
S$777 per night
includes taxes & fees
Vanderbilt Beach House, Perfect for 2 families, Pet friendly, Bikes beach gear
Room
Pool
Private kitchen
Private kitchen
Very good
(8 reviews)

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

Fort Myers Beach

7% off
S$1,732
for 7 nights, 1 apartment
S$247 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
Aerial view
2nd bedroom
Interior
Anglers Cove
Exceptional
(15 reviews)

Paradise Found at Anglers Cove on Marco Island

Marco Island

7% off
S$2,739
for 7 nights, 1 apartment
S$391 per night
includes taxes & fees
Paradise Found at Anglers Cove on Marco Island
Large kitchen with 4 bar stools.
Interior
Exterior
Living area
Exceptional
(131 reviews)

Sunshine, Sunsets and Sand - Just 3 minutes away!

Fort Myers Beach

8% off
S$3,201
for 7 nights, 1 home
S$457 per night
includes taxes & fees
Sunshine, Sunsets and Sand - Just 3 minutes away!
Outdoor dining
full functioning kitchen, everything you need for cooking and serving
Property grounds
Interior
Exceptional
(328 reviews)

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

Naples

7% off
S$3,794
for 7 nights, 1 home
S$542 per night
includes taxes & fees
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
  • 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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