Home Vacation Rentals By Owner In Islamorada, FL

Showing 660 Of 715 Vacation Rentals
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$684.05

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Hotel

Peaceful Retreat in Islamorada! Pet-friendly, Swimming Pool, Free Parking!

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 378 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 4

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$563.59

/ Nightly
Hotel

Indulge in Home Like Comfort 1BR! Free Parking, Onsite Pool, Pets Allowed

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 431 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 4

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$543.33

/ Nightly
Hotel

Indulge in Home-Like 1BR Comfort! Free Parking, Pool, Pet-friendly Property

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 576 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
Bed 1

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Bath 1

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Sleep 6

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$831.33

/ Nightly
Hotel

Waterfront Elegance 1BR in Islamorada! Beach, Swimming Pool, Pet-friendly!

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 888 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 4

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$831.33

/ Nightly
Hotel

Your Tropical Home 1BR in Islamorada! Pets Allowed, Swimming Pool, Beach!

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 888 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 4

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$595.08

/ Nightly
Hotel

Discover Islamorada's Treasures! Pets Allowed, Swimming Pool, Beach!

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 252 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 3

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$686.25

/ Nightly
Hotel

Indulge in Home Like Comfort! Oceanfront, Free Parking, Pet-friendly Property

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 378 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 4

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$686.25

/ Nightly
Hotel

Short Distance From The Well Known Sites! Free Parking, Onsite Pool

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 378 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 4

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$559.1

/ Nightly
Hotel

Embrace the Sugar Rush Experience! Onsite Pool, Free Parking, Near Anne's Beach

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 269 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 5:30PM.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon reservation between 7:00AM and 11:00AM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 nonrefundable fee per pet per day/ max 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Refundable security deposit charged nightly. brbr✦ Complimentary shuttle within 4 miles. brbr✦ Early check-in & late check-out subject to availability for a fee.br br✦ Smoking prohibited indoors; designated smoking areas provided.
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Bath 1

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Sleep 2

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Exceptional(8)

$387.59

/ Nightly
Private Vacation Home

Paradise @ Islamorada

Islamorada, Florida, United States

Sleeps 8, 2 Story Townhome On The Bayside, Mile Marker 87brbrOur Islamorada beach modern decorated townhome is waiting for you. It’s a two story unit and third level loft; 2 Bedroom/2 Bath - sleeps 8.brbrNext door is Founders Park & Plantation Yacht Harbor.brbrA private gated community with 24hr security. The grounds have 2 tennis courts, swimming pool, club house, private beach, boat slips and fishing dock.brbrbrCome and relax at our beautiful town home on mile marker 87 in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World.brbrThe World Famous Tiki Bar is less than 5 minutes away – Holiday Isle/Post Card Inn, 'Best Rum Runners in town.' Numerous boat charters located within 5 minutes, 'this is the fishing capital! Water Activities; Jet Ski and boat rental at Post Card Inn for accessing the famous sandbar.brbrYou will be just minutes away from a large chain grocery store, CVS pharmacy and movie theater. Multiple choices for fine dining and casual dining within 5-10 minutes.brbrbr*House cleaning procedures conform to the new enhanced standards issued by the American Hotel & Lodging Association (AHLA.com) and the CDC*.brbrbrPer guidelines, the unit will only be rented once every 28 days. You can book a shorter stay however unit will be blocked for 28 days. br* for additional information or other flexible dates, contact us brbrbrWe also use other sources to book a reservation. If you are looking for more specific dates, contact us with any questions prior to booking online.
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Bath 2

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Sleep 8

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Exceptional(3)

$246.11

/ Nightly
Condo

Charming 2BR condo in Islamorada with pool, hot tub, and beautiful views.

Islamorada, Florida, United States

Beacon Reef 404 - Beautiful two-bedroom two baths, condo with everything that you need for a perfect relaxing vacation. Balcony access off your living room and master bedroom that overlooks the newly remodeled pool and jacuzzi as well as the beach and ocean. The complex is oceanfront and has amazing views of the Atlantic. Some additional amenities: chairs and tables on balcony, printer, tiki hut by pool, and undercover parking. brIf booking more than a year in advance current prices may not reflect the annual cost of living increase. brMany of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.
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Bath 2

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Sleep 4

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Exceptional(146)

$344.07

/ Nightly
Private Vacation Home

Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.

Islamorada, Florida, United States

Welcome to island time at beautiful Anglers Reef, the perfect way to experience and relax in the Florida Keys. Our home, the Drop Off, is our little bit of island paradise. Anglers Reef is a village of 52 single-family homes in an exclusive gated community located at MM 85. Whether you are looking for a couples retreat or a family excursion, Anglers Reef provides the experience you are looking for. brbrACTIVITIES:brYou can take in the beauty of the island while walking or biking the quaint neighborhood streets and along the marina boardwalk. Return from your bike ride to take a refreshing dip in our temperature controlled pool with beautiful views of the Atlantic Ocean. At one of the two beaches, enjoy complimentary paddle boards and kayaks, which you can use to venture to the nearby sandbar or to fish or investigate the mangrove lined shoreline. Plus, there are many shops and premier restaurants with in walking distance.br brBOATING AND FISHING: brIslamorada is appropriately referred to as The Sport Fishing Capital of the World as world class fishing opportunities surround the area. You can dock your boat in one of the private slips at the marina or charter a fishing excursion nearby for ultimate fishing opportunities. However, fishing is only one of the many water activities you can enjoy from Anglers Reef. There is world class site seeing, snorkeling, diving, and boating opportunities everywhere. Plus, you may even run into one of the local Manatees that frequent the marina. Please contact property owner for boat slip rental information and rates. brbrHOUSE:brOur beautiful home has 2 Bedrooms, 2.5 Bathrooms, A/C, Granite work tops, modern stainless steel appliances, including gas BBQ. Open porches and balconies, rich hard wood floors, open plan dining area with ample seating, tasteful décor and fully furnished rooms. A truly unique place to stay in the keys, with an island paradise feel.
Bed 2

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Bath 1

Bath

Sleep 6

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$468.3

/ Nightly
Private Vacation Home

NEW! Waterfront, 3 Bedroom, 3 Bath. Keys Living, Peaceful Retreat

Islamorada, Florida, United States

This home is the definition of 'Keys' living. Situated on an oversized lot this 3 bedroom, 3 bath home offers 68 feet of dockage including a 10,000 lb. boat lift, a spacious wraparound porch overlooking the canal, outdoor entertainment area including a large tiki hut with TV. The main living area offers 2 bedrooms, 2 bathrooms, a well-maintained kitchen, and an open concept living area perfect for entertaining. With vaulted ceilings, multiple sliding glass doors, and expansive gable windows, this home feels light, bright, and airy. As a bonus, the downstairs offers a private studio apartment with a bathroom and private entry. Placed in one of the most desirable boating locations, you are minutes away from some of the best fishing spots in the world. brEnjoying the natural beauty of the florida keys. Watch the sunrise from Anne's beach, enjoy an abundance of wildlife right in the canal with visiting manatees, parrotfish and pelicans. Only 5 Min By Boat To Atlantic Ocean And 15 Min To The World Famous Alligator Reef For Some Of The Best Snorkeling The Florida Keys Have To Offer. Located in one of Lower Matecumbe's favorite neighborhoods, Tollgate Shores is only minutes away from downtown Islamorada, Founders Park and Marathon. brbrAnne's Beach - ‪6 min walk‬brRobbie’s of Islamorada - ‪6 min drive‬brFiesta Key - ‪7 min drive‬brBud n' Mary's Dive Center - ‪10 min drive‬
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(1)

$518.57

/ Nightly
Hotel Resort

1 Bedroom Suite w/Kitchenette, Pool View, Free Parking & Pet Friendly

Islamorada, Florida, United States

Set along a private beach in Islamorada, La Siesta Resort & Villas features suites with premium amenities. Guests enjoy heated pools, Sidecar poolside bar, water sport rentals, marina access, and shared benefits across three resort properties—including shuttles, dining, and leisure facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 450 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool available all year.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet per day, with a max of 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The front desk is open daily from 7 AM to 11 PM with your information and keys ready. After hours, you’ll be directed to a nearby sister resort for check-in.brbr✦ The required refundable security deposit is charged per night on a valid credit card.
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Bath 1

Bath

Sleep 6

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$1012.5

/ Nightly
Hotel Resort

2 Spacious Garden Suite w/ Kitchenette | Outdoor Pool + Beach Access

Islamorada, Florida, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 540 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool available all year.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet per day, with a max of 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The front desk is open daily from 7 AM to 11 PM with your information and keys ready. After hours, you’ll be directed to a nearby sister resort for check-in.brbr✦ The required refundable security deposit is charged per night on a valid credit card.
Bed 2

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Bath 2

Bath

Sleep 12

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Exceptional(1)

$1195.84

/ Nightly
Hotel Resort

2 Bedroom Suite in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!

Islamorada, Florida, United States

Set along a private beach in Islamorada, La Siesta Resort & Villas features oceanfront suites with premium amenities. Guests enjoy heated pools, Sidecar poolside bar, watersport rentals, marina access, and shared benefits across three resort properties—including shuttles, dining, and leisure facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 1065 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool available all year.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet per day, with a max of 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The front desk is open daily from 7 AM to 11 PM with your information and keys ready. After hours, you’ll be directed to a nearby sister resort for check-in.brbr✦ The required refundable security deposit is charged per night on a valid credit card.
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$649.13

/ Nightly
Hotel Resort

Ideal Mix of Comfort & Value! Studio 2 Queen beds w/ Pool & Free Parking

Islamorada, Florida, United States

Set along a private beach in Islamorada, La Siesta Resort & Villas features oceanfront studios with premium amenities. Guests enjoy heated pools, Sidecar poolside bar, water sport rentals, marina access, and shared benefits across three resort properties—including shuttles, dining, and leisure facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 540 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool available all year.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet per day, with a max of 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The front desk is open daily from 7 AM to 11 PM with your information and keys ready. After hours, you’ll be directed to a nearby sister resort for check-in.brbr✦ The required refundable security deposit is charged per night on a valid credit card.
Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps

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Exceptional(1)

$1384.88

/ Nightly
Hotel Resort

3 Bedroom Suite w/Kitchenette, Pool, Free Parking & Pet Friendly

Islamorada, Florida, United States

Set along a private beach in Islamorada, La Siesta Resort & Villas features suites with premium amenities. Guests enjoy heated pools, Sidecar poolside bar, water sport rentals, marina access, and shared benefits across three resort properties—including shuttles, dining, and leisure facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 717 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool available all year.brAdditional features:br • Heated poolbrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $55.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet per day, with a max of 2 petsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The front desk is open daily from 7 AM to 11 PM with your information and keys ready. After hours, you’ll be directed to a nearby sister resort for check-in.brbr✦ The required refundable security deposit is charged per night on a valid credit card.
Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps

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