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Search Vacation Homes in Keewaydin Island

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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 950 Vacation Homes in Keewaydin Island with updated reviews, rates, and availability.

Luxe, waterfront home with pool, spa, dock & gorgeous backyard
TV, fireplace, books

Luxe, waterfront home with pool, spa, dock & gorgeous backyard

9.6 out of 10, Exceptional, (13)
"We had a great stay over Christmas! The pool and spa were used morning and night by the kids and adults! Love the outdoor area where the adults can relax while the kids swim! Canā€™t wait to go back!"
Luxe, waterfront home with pool, spa, dock & gorgeous backyard
Beautiful home with private pool & lanai - near beaches & parks
Exterior

Beautiful home with private pool & lanai - near beaches & parks

8.6 out of 10, Excellent, (41)
"The location was good for us, pictures are representative , good value for the price."
Beautiful home with private pool & lanai - near beaches & parks
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
A heated pool

Private Waterfront home with pool and hot tub with large dock in Isle of Capri

9.4 out of 10, Exceptional, (80)
"House was great. Everyone enjoyed the house and being on the water. "
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
Lovely Naples Home: Backyard Oasis w/ Pool!
Outdoor dining

Lovely Naples Home: Backyard Oasis w/ Pool!

9.4 out of 10, Exceptional, (15)
"Home was perfect for our family. "
Lovely Naples Home: Backyard Oasis w/ Pool!
Relaxing 4 Bedroom - Walk to South Beach
Sun loungers, beach towels

Relaxing 4 Bedroom - Walk to South Beach

10.0 out of 10, Exceptional, (112)
"Beautiful home Location was perfect "
Relaxing 4 Bedroom - Walk to South Beach
Lakeview Superior One-Bedroom Suite
TV

Lakeview Superior One-Bedroom Suite

8.6 out of 10, Excellent, (4)
"Clean condo, 5 minutes to tiger tail beach. Tons of restaurants and grocery within 0.5 miles. "
The price is SARĀ 488
SARĀ 563 total
includes taxes & fees
5 May - 6 May
Lakeview Superior One-Bedroom Suite
Paradise home near Esplanade & Tigertail!
4 bedrooms, iron/ironing board, travel crib, free WiFi

Paradise home near Esplanade & Tigertail!

9.8 out of 10, Exceptional, (12)
"It was a pleasant stay, house was equipped in everything we needed, the option to use a bike is also a big plus"
Paradise home near Esplanade & Tigertail!
5BR Beach House _ Private Pool _ Beach Access Included
Beach

5BR Beach House _ Private Pool _ Beach Access Included

9.0 out of 10, Wonderful, (9)
"We had a wonderful stay "
5BR Beach House _ Private Pool _ Beach Access Included
Waterfront home with kayaks, washer/dryer & fast WiFi
Interior

Waterfront home with kayaks, washer/dryer & fast WiFi

8.4 out of 10, Very Good, (14)
"The home was very convenient to the boat launch in Goodland. Would not want to stay there for a longer stay or with children. The AC worked great."
Waterfront home with kayaks, washer/dryer & fast WiFi
Three block walk to beach, private pool, designer home
A heated pool

Three block walk to beach, private pool, designer home

10.0 out of 10, Exceptional, (192)
"Great rental Owner was very responsive. Highly recommend this property. Literally a 5 minute walk to the beach. "
Three block walk to beach, private pool, designer home
WALK or BIKE to beach - Private, Heated Pool, Spacious - Outdoor LUXURY Awaits!
Outdoor pool, a heated pool, sun loungers

WALK or BIKE to beach - Private, Heated Pool, Spacious - Outdoor LUXURY Awaits!

9.8 out of 10, Exceptional, (201)
"House was as advertised and close to the beach and restaurants. Plenty of space and area to relax by the pool"
WALK or BIKE to beach - Private, Heated Pool, Spacious - Outdoor LUXURY Awaits!
Luxurious 4-Bed Pool Home with Dock & Gulf Views
A heated pool

Luxurious 4-Bed Pool Home with Dock & Gulf Views

10.0 out of 10, Exceptional, (123)
"The house was amazing and very well appointed. We thoroughly enjoyed our time there. Would definitely book again! "
Luxurious 4-Bed Pool Home with Dock & Gulf Views
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida
Fridge, microwave, oven, stovetop

6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida

9.2 out of 10, Wonderful, (19)
"All great "
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida
Incredible waterfront home with lanai, private pool, outdoor kitchen
A heated pool

Incredible waterfront home with lanai, private pool, outdoor kitchen

10.0 out of 10, Exceptional, (6)
"Gorgeous house! Perfect for a staycation!"
Incredible waterfront home with lanai, private pool, outdoor kitchen
Updated and Spacious 3 Bed 2 BA Home, Heated Pool, 4 Bikes, 5 Min Walk to Beach
Sun loungers, beach towels

Updated and Spacious 3 Bed 2 BA Home, Heated Pool, 4 Bikes, 5 Min Walk to Beach

9.6 out of 10, Exceptional, (99)
"The overall stay was great. Amazing location for getting to the beach, quiet/safe street, good house layout. The house does present much more tired than pictures online depict and it could use some better furniture and updates. Overall, it was fine if you just need a clean place close to the beach to stay "
Updated and Spacious 3 Bed 2 BA Home, Heated Pool, 4 Bikes, 5 Min Walk to Beach
DOLPHIN BUNGALOW! Remodeled water front getaway in the heart of Old Marco
Marina

DOLPHIN BUNGALOW! Remodeled water front getaway in the heart of Old Marco

10.0 out of 10, Exceptional, (116)
"Great house for a family. Has everything you need for the pool, enjoying the beach, fishing and biking. Kitchen is well appointed so there is everything you need to cook and grill. Highly recommend and would book again. "
DOLPHIN BUNGALOW! Remodeled water front getaway in the heart of Old Marco
Key West Style Luxury Home with resort style heated pool and infinity line spa
Outdoor pool, a heated pool

Key West Style Luxury Home with resort style heated pool and infinity line spa

9.8 out of 10, Exceptional, (126)
"The house was very well located, close to supermarkets and shops, the best of all was the pool."
Key West Style Luxury Home with resort style heated pool and infinity line spa
APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!
A heated pool

APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!

9.8 out of 10, Exceptional, (77)
"We had a great week. My wife enjoyed the pool very much. The house is beautiful and located in a very nice gated community. Gabe was an excellent host. We would definitely stay here again. "
APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!
LUXURY WATERFRONT LIVING ON OLDE MARCO - Private Pool and Direct Access to Gulf
Fridge, microwave, oven, stovetop

LUXURY WATERFRONT LIVING ON OLDE MARCO - Private Pool and Direct Access to Gulf

10.0 out of 10, Exceptional, (1)
"We truly enjoyed our stay at this property. The pool, yard, and relaxed vibe of the rental was everything we had hoped for. Quiet neighborhood, great beds and showers! Pretty yard! We would definitely stay here again. "
LUXURY WATERFRONT LIVING ON OLDE MARCO - Private Pool and Direct Access to Gulf
Secluded Beach Retreat: Bonita Beach Coastal Gem
Aerial view

Secluded Beach Retreat: Bonita Beach Coastal Gem

9.2 out of 10, Wonderful, (15)
"Great location and property!"
Secluded Beach Retreat: Bonita Beach Coastal Gem
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Keewaydin Island

Bellasera Resort
Outdoor pool, open 9:00 AM to 8:00 PM, free cabanas, sun loungers

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2152)
"Great place for couples "
The price is SARĀ 1,277
SARĀ 1,584 total
includes taxes & fees
5 May - 6 May
Bellasera Resort
Marco Beach Vacation Suites
Beach nearby, white sand, beach towels

Marco Beach Vacation Suites

3.5 star property
8.0 out of 10, Very Good, (785)
"Loved the location. "
Marco Beach Vacation Suites
Wiggins Pass Chalet
Terrace/patio

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (211)
"Everything was great!"
The price is SARĀ 536
SARĀ 595 total
includes taxes & fees
13 May - 14 May
Wiggins Pass Chalet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.