Title: Islamorada Vacation Rentals from $303: Search Short-Term Rentals | Expedia.com

[Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.com/Islamorada.d10768.Destination-Travel-Guides)

![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.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=10768&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=10768&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=10768&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=10768&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 Islamorada vacation rentals

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/b0169681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

[](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

Islamorada

9.0/10

Wonderful

(129 reviews)

"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"

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

Nick

$294 nightly

$331 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98989626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach towels](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/4550dbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/3602f78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

[](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

Matecumbe

8.8/10

Excellent

(616 reviews)

"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "

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

Alexander

$269 nightly

$303 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-10596317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, bed sheets](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-853e5b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-23f3304c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x60y0-ed597f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Sanctuary Islamorada

[](https://www.expedia.com/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

Tavernier

9.8/10

Exceptional

(14 reviews)

"It exceeded our expectations, and we are so glad we found this location!"

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

Jenn H.

$382 nightly

$423 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/83b3602f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/b33bbeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/94e72557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/2f4fe73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Getaway - Slps 4 - Ocean View

[](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information)

Tavernier

9.6/10

Exceptional

(20 reviews)

"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "

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

Michele G.

$327 nightly

$362 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/82e6e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/9d4d58bb.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/64000000/63120000/63112600/63112538/c35a47ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/94f309cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Ocean view condo

[](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information)

Tavernier

9.6/10

Exceptional

(43 reviews)

"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"

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

Natalie M.

$381 nightly

$423 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/a9aacca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/97c960b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/ff0df615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/4790059a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312

[](https://www.expedia.com/Tavernier-Hotels-Keys-Bohemian-2-BR-2-BA-At-Ocean-Pointe-1312.h124247179.Hotel-Information)

Tavernier

$501 nightly

$546 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Keys-Bohemian-2-BR-2-BA-At-Ocean-Pointe-1312.h124247179.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/b3fdbd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/301698a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Home in Key Largo

[](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

Key Largo

9.8/10

Exceptional

(30 reviews)

"Great location. Very clean very nice, stay there again"

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

Mark B.

$456 nightly

$506 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/55a120e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/087c8d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/106bc6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/ae7ae6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

[](https://www.expedia.com/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.Hotel-Information)

Tavernier

9.8/10

Exceptional

(6 reviews)

"Thanks for your great hospitality."

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

richard

$475 nightly

$518 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/c36020a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/3d61193f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/4b534954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/98626db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern and Coastal Ocean Pointe 2307

[](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256353.Hotel-Information)

Tavernier

10/10

Exceptional

(125 reviews)

"We enjoyed our stay!"

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

Halley R.

$409 nightly

$445 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256353.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/5addea98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/6069228a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/05242623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/010f028b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea View Farm Style Ocean front Condo Views

[](https://www.expedia.com/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information)

Tavernier

10/10

Exceptional

(158 reviews)

"The property was excellent."

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

June M.

$479 nightly

$532 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/f37f6bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/661fb6e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/e8ddccf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/d09ea2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Haven Key Largo | Ocean Pointe 1315

[](https://www.expedia.com/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information)

Tavernier

9.6/10

Exceptional

(15 reviews)

"Loved this condo. Had all the amenities we needed and was super clean and tidy. Will definitely be staying here again. "

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

Rodney B.

$474 nightly

$516 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/6db70f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/ff3fba7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/25173053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/45e8553c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Overlooking Marina Ocean Pointe 5305

[](https://www.expedia.com/Tavernier-Hotels-NEW-LISTING-Marina-Views-Ocean-Pointe-Suites-Unit-5305.h83432392.Hotel-Information)

Tavernier

10/10

Exceptional

(24 reviews)

"This was a wonderful place to stay in the Florida Keys. The location was beautiful. We watched sunrise each morning from the balcony. The unit faced the ocean. We would certainly stay here again."

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

Donald

$443 nightly

$482 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-NEW-LISTING-Marina-Views-Ocean-Pointe-Suites-Unit-5305.h83432392.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/73768933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/2b068dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/825b25d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/1b555397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

[](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.Hotel-Information)

Tavernier

9.8/10

Exceptional

(26 reviews)

"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "

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

Jenny G.

$398 nightly

$432 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/1c0d4ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/58cd76fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/c1841df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/3c7b00a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho Chic Ocean Pointe 3214

[](https://www.expedia.com/Tavernier-Hotels-Boho-Chic-Ocean-Pointe-3214.h100150070.Hotel-Information)

Tavernier

10/10

Exceptional

(12 reviews)

"Wonderful unit; all amenities as listed, great location near the pool. Arrival/check in couldn’t be easier, and good communication with the property managers!We will stay here again!"

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

Lorraine K.

$442 nightly

$481 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Boho-Chic-Ocean-Pointe-3214.h100150070.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/92000000/91270000/91261100/91261041/b1e5ef84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91261100/91261041/bdc1a1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91261100/91261041/067e8095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/92000000/91270000/91261100/91261041/97a55746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiki Time Top Floor King 1 BR 1BA

[](https://www.expedia.com/Tavernier-Hotels-Tiki-Time-At-Ocean-Pointe-Designer-Penthouse-1-BR-1BA.h91261041.Hotel-Information)

Tavernier

$466 nightly

$509 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Tiki-Time-At-Ocean-Pointe-Designer-Penthouse-1-BR-1BA.h91261041.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/58925d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/5114d9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/201003ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/fe9cce51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho Style Florida Keys Condo Ocean Views

[](https://www.expedia.com/Tavernier-Hotels-Boho-Style-Florida-Keys-Condo-Ocean-Views.h68218360.Hotel-Information)

Tavernier

9.8/10

Exceptional

(44 reviews)

"Would stay there again."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

jamie g.

$502 nightly

$558 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Boho-Style-Florida-Keys-Condo-Ocean-Views.h68218360.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/97000000/96940000/96930500/96930419/953fad2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/97000000/96940000/96930500/96930419/ac5205f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/97000000/96940000/96930500/96930419/f80a2d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96940000/96930500/96930419/7bc28b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coral Penthouse Key Largo Ocean Pointe 4216

[](https://www.expedia.com/Tavernier-Hotels-Coral-Penthouse-Key-Largo-Ocean-Pointe-4216.h96930419.Hotel-Information)

Tavernier

10/10

Exceptional

(11 reviews)

"Great condo, host are very responsive."

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

Jessica S.

$535 nightly

$584 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Coral-Penthouse-Key-Largo-Ocean-Pointe-4216.h96930419.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/bc4eb34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/f5a9e2a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/52ff82ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/96107825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lazy Daze Double King Suite Ocean Pointe 2310

[](https://www.expedia.com/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.Hotel-Information)

Tavernier

9.8/10

Exceptional

(26 reviews)

"Everything was exceptionally nice. Would definitely book again."

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

Sharon

$547 nightly

$600 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/109000000/108810000/108807900/108807836/6fd1da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108810000/108807900/108807836/63ac1c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/109000000/108810000/108807900/108807836/32c6f3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108810000/108807900/108807836/a5f0662e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony

[](https://www.expedia.com/Tavernier-Hotels-Its-Island-Time-In-The-Keys.h108807836.Hotel-Information)

Blue Waters

10/10

Exceptional

(2 reviews)

"Beautifully high-end decorated & furnished like brand new! Very clean and appointed with everything one could want for a perfect stay. First floor convenience (building elevated on piers) but no water view Would definitely return! "

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

Peter A. Z.

$512 nightly

$559 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Its-Island-Time-In-The-Keys.h108807836.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/03c452e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/7959b4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/dd3c2d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/ce81a54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

[](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

Tavernier

9.8/10

Exceptional

(213 reviews)

"Absolutely wonderful property in every way!"

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

Christopher K.

$511 nightly

$567 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.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=10768&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&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=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

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## Top Islamorada Hotel Reviews

![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"All good, nice bartender inside downstairs, and easy walk to fish and eat "

[](https://expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"Everything about this resort is wonderful. Lots to do for the whole family, great restaurants, and gorgeous areas. We will definitely be going back."

[](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"Location cannot be beat and amenities were perfect we can’t wait to go back "

[](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had. "

[](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg)

### Fisher Inn Resort & Marina

10/10 Excellent

"Very nice place !"

[](https://expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Ragged Edge Resort & Marina](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673_y.jpg)

### Ragged Edge Resort & Marina

10/10 Excellent

"Great location, new upgraded rooms"

[](https://expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg)

### La Siesta Resort & Villas

10/10 Excellent

"excellent location very nice simple breakfast close to liz’s of activities great poool "

[](https://expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg)

### Coconut Cove Resort and Marina

10/10 Excellent

"The hotel and grounds are amazing. The staff are great! Awesome to see such care and love put into a resort!!! 110% will be back and highly recommend "

[](https://expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg)

### Drop Anchor

10/10 Excellent

"Clean room, beautiful view and loved being able to walk out to the beach. "

[](https://expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

## Find out more about Islamorada

**Everything you need to know about Islamorada 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 Islamorada 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 Islamorada vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Islamorada vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Islamorada. 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 Islamorada 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 $303 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 Islamorada rentals**

At Expedia, we put the best Islamorada 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 Islamorada 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 Islamorada 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 Islamorada. 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

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Islamorada ](https://expedia.com/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Islamorada ](https://expedia.com/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Islamorada ](https://expedia.com/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation)
- [Villas in Islamorada ](https://expedia.com/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation)
- [Cottages in Islamorada ](https://expedia.com/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation)
- [Houseboats in Islamorada ](https://expedia.com/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation)
- [Aparthotels in Islamorada ](https://expedia.com/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Islamorada ](https://expedia.com/Islamorada-Resorts.d10768-aaResorts.Travel-Guide-Accommodation)
- [Motels in Islamorada ](https://expedia.com/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Islamorada ](https://expedia.com/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation)
- [Chalets in Islamorada ](https://expedia.com/Islamorada-Chalets.d10768-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Islamorada ](https://expedia.com/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation)
- [Condo Resorts in Islamorada ](https://expedia.com/Islamorada-Condominium-Resort.d10768-aaCondominiumResort.Travel-Guide-Accommodation)
- [B&B in Islamorada ](https://expedia.com/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Islamorada ](https://expedia.com/Islamorada-Cabins.d10768-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Islamorada?

### What are some of the best vacation home rentals that Islamorada has to offer?

### How many vacation rentals are there in Islamorada?

### What can I see and do in Islamorada?

### What’s a vacation rental in Islamorada like?

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- [Tallahassee Hotels](https://expedia.com/Tallahassee-Hotels.d6048214.Travel-Guide-Hotels)
- [St. Augustine Oceanfront Hotels](https://expedia.com/St-Augustine-Hotels-Oceanfront-Hotels.0-0-d6047864-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Siesta Key Oceanfront Hotels](https://expedia.com/Siesta-Key-Hotels-Oceanfront-Hotels.0-0-d6881-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Panama City Beach Hotels](https://expedia.com/Panama-City-Beach-Hotels.d8021.Travel-Guide-Hotels)
- [St. Augustine Hotels](https://expedia.com/St-Augustine-Hotels.d6047864.Travel-Guide-Hotels)

Flights

- [Flights to Destin](https://expedia.com/Cheap-Flights-To-Destin.d6906.Travel-Guide-Flights)
- [Flights to Key West](https://expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
- [Flights to Fort Myers](https://expedia.com/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Flights to Daytona Beach](https://expedia.com/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Flights to Sarasota](https://expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to Pensacola](https://expedia.com/Cheap-Flights-To-Pensacola.d6023331.Travel-Guide-Flights)

Cars

- [Car rentals in West Palm Beach](https://expedia.com/Car-Rentals-In-West-Palm-Beach.d2742.Car-Rental-Guide)

Packages

- [Trip to Key West](https://expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [Trip to Destin](https://expedia.com/Destin.d6906.Destination-Travel-Guides)

General

- [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118)

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