Title: Keewaydin Island Vacation Rentals from $272: Search Short-Term Rentals | Expedia.com

[Keewaydin Island Travel Guide](https://expedia.com/Keewaydin-Island.dx6337231)[Hotels in Keewaydin Island](https://expedia.com/Keewaydin-Island-Hotels.d6337231.Travel-Guide-Hotels)[Flights to Keewaydin Island](https://expedia.com/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[Car Rentals in Keewaydin Island](https://expedia.com/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide)[Keewaydin Island Vacation Packages](https://expedia.com/Keewaydin-Island.d6337231.Destination-Travel-Guides)

![Keewaydin Island beach aerial](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6337231&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Keewaydin Island vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/103000000/102040000/102036700/102036673/2f1a2e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102040000/102036700/102036673/0f4a90b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102040000/102036700/102036673/a7c737ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102040000/102036700/102036673/e4c2011a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

[](https://www.expedia.com/Bonita-Springs-Hotels-Spacious-Cottage-15-Mi-To-Beach-Kitchen-WD-King-Bed-Dock-On-The-Imperial-River.h102036673.Hotel-Information)

Bonita Shores

9.6/10

Exceptional

(5 reviews)

"Is good , and Beauty"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorge T.

$271 nightly

$298 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Spacious-Cottage-15-Mi-To-Beach-Kitchen-WD-King-Bed-Dock-On-The-Imperial-River.h102036673.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100430000/100427500/100427447/0fb8f791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100430000/100427500/100427447/325083ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100430000/100427500/100427447/79b8a3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100430000/100427500/100427447/17b90c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nuevo y Confortable Estudio

[](https://www.expedia.com/Naples-Hotels-Nuevo-Y-Confortable-Estudio.h100427447.Hotel-Information)

Naples

8.8/10

Excellent

(10 reviews)

"Great stay for a solo trip! This location was very close to the beaches and pickleball courts. Definitely recommend this place! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Esosa

$140 nightly

$153 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Nuevo-Y-Confortable-Estudio.h100427447.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/75af697d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/f32c4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/7552d3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/96000000/95170000/95166000/95165998/5d94ab5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naples Marina Getaway Studio DIRECT WATER VIEWS!

[](https://www.expedia.com/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information)

Naples

9.8/10

Exceptional

(17 reviews)

"Best stay I've had in a very long time. The place is awesome, great restaurant, nice and quiet, and close to everything. Will visit again!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rodney

$285 nightly

$313 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Port-Of-The-Islands-Naples-Marina-Getaway.h95165998.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100170000/100165800/100165767/22eb1e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100170000/100165800/100165767/3edb86d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100170000/100165800/100165767/f555c720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/101000000/100170000/100165800/100165767/54227674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Apartment in Naples

[](https://www.expedia.com/Naples-Hotels-Cozy-Apartment-In-Naples.h100165767.Hotel-Information)

Rural Estates

9.2/10

Wonderful

(15 reviews)

"The place was off the grid from the busyness of the downtown/beach area but close enough to go there and the other areas too! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robyn S.

$312 nightly

$325 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Cozy-Apartment-In-Naples.h100165767.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102020000/102019800/102019713/w962h721x113y5-4c1b120d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102020000/102019800/102019713/09ad2f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102019800/102019713/6c7f04c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102020000/102019800/102019713/ec461cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

[](https://www.expedia.com/Bonita-Springs-Hotels-Peaceful-Cottage-On-Imperial-River-W-Dock-WD-Kitchen-King-Bed-Can-Sleep-4.h102019713.Hotel-Information)

Bonita Shores

10/10

Exceptional

(9 reviews)

"The home & location were both excellent. The surroundings were very quiet.We enjoyed our stay immensely and would definitely stay again.Thank you for a great experience!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

debbra f.

$273 nightly

$300 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Peaceful-Cottage-On-Imperial-River-W-Dock-WD-Kitchen-King-Bed-Can-Sleep-4.h102019713.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102030000/102020800/102020726/bbe2c2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102030000/102020800/102020726/8633adb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102030000/102020800/102020726/db7c80af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102030000/102020800/102020726/c357c35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Private Suite Large Bathroom 3.3mi to Beach Close 2 Everything Updated 

[](https://www.expedia.com/Bonita-Springs-Hotels-Amazing-Private-Suite-Large-Bathroom-33mi-To-Beach-Close-2-Everything-Updated.h102020726.Hotel-Information)

Bonita Shores

9.8/10

Exceptional

(13 reviews)

"Excellent place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barb

$194 nightly

$214 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Amazing-Private-Suite-Large-Bathroom-33mi-To-Beach-Close-2-Everything-Updated.h102020726.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102030000/102021400/102021311/d197d22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102030000/102021400/102021311/7131f7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102030000/102021400/102021311/c0056255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102030000/102021400/102021311/f2e58132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Fishing Cottage See The Water From Living Room on Imperial River

[](https://www.expedia.com/Bonita-Springs-Hotels-Old-Florida-Fishing-Cottage-See-The-Water-From-Living-Room-On-Imperial-River.h102021311.Hotel-Information)

Bonita Shores

10/10

Exceptional

(11 reviews)

"Lovely old Florida area!! Quiet, charming area.Close to great restaurants, beaches, sunset!We will be back"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$345 nightly

$380 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Old-Florida-Fishing-Cottage-See-The-Water-From-Living-Room-On-Imperial-River.h102021311.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/89cf0350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/54212fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/c12b1cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100410000/100401300/100401228/b7d5390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

[](https://www.expedia.com/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information)

Naples

9.6/10

Exceptional

(10 reviews)

"Perfect location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer E.

$277 nightly

$305 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Marina-Fish-Boat-And-Relax-In-This-Paradise-In-Naples.h100401228.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75980000/75970500/75970438/06454396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75980000/75970500/75970438/b9a39ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75980000/75970500/75970438/445c0b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75980000/75970500/75970438/1d4ecc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gulfstream Place 2

[](https://www.expedia.com/Naples-Hotels-The-Gulfstream-Place-2.h75970438.Hotel-Information)

East Naples

9.0/10

Wonderful

(16 reviews)

"Great place for quiet relaxation "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

$274 nightly

$301 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-The-Gulfstream-Place-2.h75970438.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/72000000/71070000/71067500/71067471/0c823dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71070000/71067500/71067471/5e3f19d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71070000/71067500/71067471/95cb2aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71070000/71067500/71067471/611d3e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida style home walking distance to Barefoot Beach

[](https://www.expedia.com/Bonita-Springs-Hotels-Florida-Style-Home-Walking-Distance-To-Barefoot-Beach.h71067471.Hotel-Information)

Bonita Shores

9.0/10

Wonderful

(29 reviews)

"Easy in and out"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Theresa

$329 nightly

$363 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Florida-Style-Home-Walking-Distance-To-Barefoot-Beach.h71067471.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/90000000/89590000/89586400/89586362/w1138h857x0y5-811b5131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/90000000/89590000/89586400/89586362/w1025h1395x0y3-98af91b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89590000/89586400/89586362/c030bac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89586400/89586362/w1142h857x0y7-8a2bee7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Suite near the Beach

[](https://www.expedia.com/Naples-Hotels-Private-Suite-Near-The-Beach.h89586362.Hotel-Information)

Naples Park

9.8/10

Exceptional

(15 reviews)

"Perfect location. Exactly what we're were looking for. Great for adult couple."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

douglas e

$239 nightly

$262 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Private-Suite-Near-The-Beach.h89586362.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102016900/102016855/68173632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102020000/102016900/102016855/6cc34a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102016900/102016855/5edc05b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102020000/102016900/102016855/71ee7315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River 

[](https://www.expedia.com/Bonita-Springs-Hotels-Cute-Cottage-15Mi-2-Beach-Duplex-Has-Dock-On-Gulf-Access-Imperial-River.h102016855.Hotel-Information)

Bonita Shores

9.8/10

Exceptional

(6 reviews)

"Great little beach cottage in a peaceful neighborhood near the beaches!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

HOLLY M.

$299 nightly

$330 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Cute-Cottage-15Mi-2-Beach-Duplex-Has-Dock-On-Gulf-Access-Imperial-River.h102016855.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102020000/102019900/102019853/1214c561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102019900/102019853/e4b57d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102020000/102019900/102019853/76adc912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102019900/102019853/bbf97b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River

[](https://www.expedia.com/Bonita-Springs-Hotels-Tiny-Home-Renovated-2023-15-Mi.h102019853.Hotel-Information)

Bonita Shores

9.8/10

Exceptional

(6 reviews)

"Cute little home! Enjoyed our stay. Thank you for your hospitality "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robin S.

$231 nightly

$254 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Bonita-Springs-Hotels-Tiny-Home-Renovated-2023-15-Mi.h102019853.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83140000/83136500/83136435/ec13cf97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83140000/83136500/83136435/433d7af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83140000/83136500/83136435/4f07a0f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/84000000/83140000/83136500/83136435/faa47953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swimming pool, lake view, minutes to Naple's downtown and beach.

[](https://www.expedia.com/Naples-Hotels-Swimming-Pool.h83136435.Hotel-Information)

East Naples

9.2/10

Wonderful

(31 reviews)

"Beautiful spot! Enjoyed our stay. Very calm, quiet peaceful location. Quick 15 minute drive to the beach. Beautiful pool and backyard"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karissa S.

$247 nightly

$272 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Swimming-Pool.h83136435.Hotel-Information)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/90000000/89150000/89141300/89141221/f254c49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89150000/89141300/89141221/d686c7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89150000/89141300/89141221/4e465509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89150000/89141300/89141221/f368c25f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \* \* Endless Summer \* \* Beach, Unique & Comfort

[](https://www.expedia.com/Naples-Hotels-Endless-Summer-Beach-Unique-Comfort.h89141221.Hotel-Information)

Naples Park

9.4/10

Exceptional

(16 reviews)

"A beautiful property with attention to detail. Nice beach towels and beach chairs provided as well as bikes.Perfect location for beach time and many options for night life -- restaurants, shopping, cocktails.Would definitely recommend this place for your next getaway."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terry W.

$356 nightly

$376 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Endless-Summer-Beach-Unique-Comfort.h89141221.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/23000000/22370000/22365400/22365377/w1280h954x0y6-04482d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/23000000/22370000/22365400/22365377/affaaede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22370000/22365400/22365377/c33e7298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22370000/22365400/22365377/713acf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

[](https://www.expedia.com/Naples-Hotels-5-OClock-Somewhere-Getaway-WalkBike-To-Beach.h22365377.Hotel-Information)

Naples Park

9.0/10

Wonderful

(32 reviews)

"We enjoyed our stay at this property and loved how convenient it was to one of the nearby beaches!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

$496 nightly

$545 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-5-OClock-Somewhere-Getaway-WalkBike-To-Beach.h22365377.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/d32fc7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/w2254h1500x320y0-f08f1fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/1ed4ba95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/907c17c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wiggins Pass Chalet

[](https://www.expedia.com/Naples-Hotels-Wiggins-Pass-Chalet.h58115199.Hotel-Information)

Naples

9.6/10

Exceptional

(257 reviews)

"Excellent stay! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

margarita

$251 nightly

$278 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Wiggins-Pass-Chalet.h58115199.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/96000000/95710000/95705300/95705240/d137a477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/96000000/95710000/95705300/95705240/db3a152c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95710000/95705300/95705240/84db7edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/96000000/95710000/95705300/95705240/715bc696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marco Island Florida Family Vacation Home-heated pool, beach, Pet friendly

[](https://www.expedia.com/Marco-Island-Hotels-Marco-Island-Family-Home-Pool.h95705240.Hotel-Information)

Marco Island

9.8/10

Exceptional

(36 reviews)

"We had a great time staying at this quiet property with a beautiful pool."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara B.

$663 nightly

$728 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Marco-Island-Hotels-Marco-Island-Family-Home-Pool.h95705240.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93536700/93536624/659e79f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93536700/93536624/fc4228ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93536700/93536624/3f8dbb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93536700/93536624/659b1cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House w/ Heated Pool & Grill - Walk to Beach!

[](https://www.expedia.com/Marco-Island-Hotels-House-W-Heated-Pool-Grill-Walk-To-Beach.h93536624.Hotel-Information)

South End

$640 nightly

$707 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Marco-Island-Hotels-House-W-Heated-Pool-Grill-Walk-To-Beach.h93536624.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/63000000/63000000/62997400/62997311/w1280h954x0y6-ff936f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/63000000/62997400/62997311/bd5797e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/63000000/62997400/62997311/76009f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/63000000/63000000/62997400/62997311/fb943e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

[](https://www.expedia.com/Naples-Hotels-Comfy-Starfish-Shack-Only-12mile-TO-THE-Ocean-Sleeps-4-1bed15bath.h62997311.Hotel-Information)

Naples Park

9.4/10

Exceptional

(22 reviews)

"Absolutely amazing location! The bikes were fabulous to have on site! The host was very responsive. Would definitely come back."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Trisha S.

$399 nightly

$439 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Naples-Hotels-Comfy-Starfish-Shack-Only-12mile-TO-THE-Ocean-Sleeps-4-1bed15bath.h62997311.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=6337231&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Keewaydin+Island%2C+Florida%2C+United+States+of+America&regionId=6337231&latLong=26.070364%2C-81.786903&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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## Top Keewaydin Island Hotel Reviews

![Great Wolf Lodge Naples](https://images.trvl-media.com/lodging/113000000/112020000/112014600/112014521/8165046f_y.jpg)

### Great Wolf Lodge Naples

10/10 Excellent

"Everything was awesome!! Wish we could have stayed a few more days!!"

[](https://expedia.com/Naples-Hotels-Great-Wolf-Lodge-Naples.h112014521.Hotel-Information)

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg)

### The Perry Hotel Naples

10/10 Excellent

"yes everything was amazing!"

[](https://expedia.com/Naples-Hotels-The-Perry-Hotel-Naples.h102386398.Hotel-Information)

![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg)

### The Ritz-Carlton, Naples

10/10 Excellent

"Best hotel in "

[](https://expedia.com/Naples-Hotels-The-Ritz-Carlton.h10494.Hotel-Information)

![JW Marriott Marco Island Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/14400/14344/ea6d3d5e_y.jpg)

### JW Marriott Marco Island Beach Resort

10/10 Excellent

"Beautiful resort with exceptional service all around "

[](https://expedia.com/Naples-Hotels-JW-Marriott-Marco-Island-Beach-Resort.h14344.Hotel-Information)

![Marco Beach Ocean Suites](https://images.trvl-media.com/lodging/93000000/92930000/92927500/92927422/eeea5841_y.jpg)

### Marco Beach Ocean Suites

10/10 Excellent

"Real nice hotel, friendly and helpful staff"

[](https://expedia.com/Marco-Island-Hotels-Marco-Beach-Ocean-Resort.h92927422.Hotel-Information)

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg)

### Hilton Marco Island Beach Resort and Spa

10/10 Excellent

"Great stay. "

[](https://expedia.com/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information)

![Trianon Bonita Bay](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a9620a82_y.jpg)

### Trianon Bonita Bay

10/10 Excellent

"Yes "

[](https://expedia.com/Naples-Hotels-Trianon-Bonita-Bay.h40858.Hotel-Information)

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg)

### Naples Grande Beach Resort

10/10 Excellent

"Th staff is fast, friendly, and efficient. The rooms are very da"

[](https://expedia.com/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg)

### La Quinta Inn & Suites by Wyndham Naples Downtown

10/10 Excellent

"Great"

[](https://expedia.com/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information)

## Find out more about Keewaydin Island

**Everything you need to know about Keewaydin Island vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Keewaydin Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Keewaydin Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Keewaydin Island vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Keewaydin Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Keewaydin Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $272 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Keewaydin Island rentals**

At Expedia, we put the best Keewaydin Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Keewaydin Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Keewaydin Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Keewaydin Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Vacation Homes in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Private-Vacation-Homes.d6337231-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Apartments in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Apartments.d6337231-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Cottages.d6337231-aaCottages.Travel-Guide-Accommodation)
- [Villas in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Villas.d6337231-aaVillas.Travel-Guide-Accommodation)
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- [Guest Houses in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Guest-Houses.d6337231-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Keewaydin Island ](https://expedia.com/Keewaydin-Island-Houseboats.d6337231-aaHouseboats.Travel-Guide-Accommodation)
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- [Hotels near Naples Pier](https://expedia.com/Naples-Pier-Hotels.0-l6068669-0.Travel-Guide-Filter-Hotels)
- [Hotels in South Naples](https://expedia.com/South-Naples-Hotels.d6337318.Travel-Guide-Hotels)
- [Hotels near Naples Botanical Garden](https://expedia.com/Naples-Botanical-Garden-Hotels.0-l6177501-0.Travel-Guide-Filter-Hotels)
- [Hotels with a Gym in South Naples](https://expedia.com/South-Naples-Hotels-Hotels-With-Fitness-Center.0-0-d6337318-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels)
- [Hotels near Fifth Avenue South](https://expedia.com/Fifth-Avenue-South-Hotels.0-l6337227-0.Travel-Guide-Filter-Hotels)
- [Hotels near Paradise Coast Sports Compex](https://expedia.com/Paradise-Coast-Sports-Compex-Hotels.0-l855390669985189888-0.Travel-Guide-Filter-Hotels)
- [Hotels near Evergreen Golf and Country Club](https://expedia.com/Evergreen-Golf-And-Country-Club-Hotels.0-l6327185-0.Travel-Guide-Filter-Hotels)
- [Hotels near Port - O - Call Marina](https://expedia.com/Port-O-Call-Marina-Hotels.0-l553248621557937595-0.Travel-Guide-Filter-Hotels)
- [Pet-friendly Hotels in South Naples](https://expedia.com/South-Naples-Hotels-Pet-Friendly-Hotel.0-0-d6337318-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

Cars

- [pickup Car Rentals near Naples Zoo at Caribbean Gardens](https://expedia.com/Pickup-Car-Rentals-In-Naples-Zoo-At-Caribbean-Gardens.d6065877-tPickup.Car-Rental-Guide-Class)
- [Car rentals near Naples Grande Golf Club](https://expedia.com/Car-Rentals-In-Naples-Grande-Golf-Club.d6327282.Car-Rental-Guide)

Packages

- [Clam Pass Park](https://expedia.com/Clam-Pass-Park-Pelican-Bay.d6065879.Vacation-Attraction)
- [The Baker Museum](https://expedia.com/The-Baker-Museum-Pelican-Bay.d6065867.Vacation-Attraction)
- [Naples Zoo at Caribbean Gardens](https://expedia.com/Naples-Zoo-At-Caribbean-Gardens-Central-Naples.d6065877.Vacation-Attraction)
- [Lowdermilk Beach Park](https://expedia.com/Lowdermilk-Beach-Park-Coquina-Sands.d6327217.Vacation-Attraction)
- [Tin City](https://expedia.com/Tin-City-Old-Naples.d6128102.Vacation-Attraction)
- [Conservancy of Southwest Florida](https://expedia.com/Conservancy-Of-Southwest-Florida-Central-Naples.d6065871.Vacation-Attraction)
- [Naples Beach](https://expedia.com/Naples-Beach-West-Naples.d553248621565061337.Vacation-Attraction)
- [South Naples Vacation](https://expedia.com/South-Naples.d6337318.Destination-Travel-Guides)
- [Naples Botanical Garden](https://expedia.com/Naples-Botanical-Garden-East-Naples.d6177501.Vacation-Attraction)
- [Naples Pier](https://expedia.com/Naples-Pier-Old-Naples.d6068669.Vacation-Attraction)
- [Brookside Marina](https://expedia.com/Brookside-Marina-East-Naples.d553248621557934747.Vacation-Attraction)
- [Fifth Avenue South](https://expedia.com/Fifth-Avenue-South-Old-Naples.d6337227.Vacation-Attraction)

Vacation Rentals

- [South Naples Vacation Rentals](https://expedia.com/South-Naples-Vacation-Rentals.d6337318.Travel-Guide-VacationRentals)

General

- [Visit South Naples](https://expedia.com/South-Naples.dx6337318)

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