Vacation Rentals By Owner In Islamorada, FL

$824.65

Scenic Beachside Stroll at Our Breathtaking Resort | 3 Villa w/ Living Area

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 950 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.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✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.brbr———————————————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 $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

6

Bed

4

Bath

12

Sleeps

$1582.88

/ Nightly

Hotel

Scenic Resort w/ Private Beach Access | Near History of Diving Museum, 3 Villas

Islamorada, Florida, United States

This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 1042 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.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✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

6

Bed

3

Bath

18

Sleeps

$1734.7

/ Nightly

Hotel

Islamorada Getaway | 2 Family Ready Bayfront Villa w/ Spacious Living Area

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 1042 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.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✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.brbr———————————————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 $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

4

Bed

2

Bath

12

Sleeps

$851.63

/ Nightly

Hotel

Relaxing Bay Front Villa Ideal For Romantic Couple Beach Getaway | Free Park

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 1042 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✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.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 $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

2

Bed

1

Bath

6

Sleeps

$699.73

/ Nightly

Hotel

Minutes to Library Beach Park! Onsite Parking & Outdoor Swimming Pool

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 1042 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✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.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 $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Bed

Bath

Sleeps

$474.73

/ Nightly

Hotel

Ultimate Vacation in Islamorada! Short Drive to Marathon International Airport

Islamorada, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 950 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✦ Fitness center is available.brbr✦ Outdoor shared pool is available, opened from 8:00AM to 10:00PM.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 $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). $100 per night. Up to two pets/roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

2

Bed

2

Bath

6

Sleeps

$1267.0

/ Nightly

Hotel

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Islamorada, Florida, United States

Discover the Gumbo Limbo Suite at Casa Morada—where island relaxation meets outdoor adventure. Nestled in a tropical garden, this king suite offers modern comforts like AC, TV, free WiFi, and a private balcony. Start your day with a complimentary breakfast, then explore the clear waters of Islamorada with free kayaks and paddle boards. Prefer land Hop on a free bicycle and cruise the coast. After a day of fun, return to your peaceful retreat and unwind on your terrace. Free parking included. Paradise is calling—don’t miss your escape!

1

Bed

1

Bath

3

Sleeps

$563.6

/ Nightly

Hotel

Beach Escape Kitchen Pool Gym | 5 mi to Annes Beach | Swim & Relax Days

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for a room within a hotel.brbr✦ Your room is 370 sq. ft, equipped with complimentary toiletries, TV.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✦ Outdoor shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ Free parking lot.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

1

Bed

1

Bath

2

Sleeps

$1435.52

/ Nightly

Hotel

3 Units | 3 mi to Diving Museum | Snorkel & Learn Dive

Islamorada, Florida, United States

Set along the scenic Overseas Highway in Islamorada, this oceanside resort offers direct access to beautiful beaches and vibrant local dining. Enjoy the serene surroundings and explore nearby attractions like Indian Key State Park and the Florida Keys Overseas Heritage Trail.brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 370 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 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✦ Outdoor shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ Free parking lot.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $450 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

3

Bed

3

Bath

12

Sleeps

$2392.38

/ Nightly

Guest House

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Islamorada, Florida, United States

Stay comfortably in Islamorada at this 1-bedroom hotel suites. The room features a cozy king bed, AC, WiFi, and a convenient hair dryer in the bathroom. Enjoy a relaxing shower before heading out to explore the area. We'll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

$226.76

/ Nightly

Condo

This condo is located in one of Islamorada's most prestigious condo complexes.

Islamorada, Florida, United States

PROPERTY NAME: Beacon Reef #307br83201 Old Highway, Islamorada, FloridabrbrLOCATION: Ocean side CondobrbrMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedbrMILE MARKER: 83.2brbrDETAILS: This like-new 2 bedroom/2 bath condo has fabulous ocean views and was totally remodeled/updated very recently. You'll love the sparkling new natural stone counter-top kitchen with stainless steel appliances, induction cook top and microwave. The interior is bright, fresh and airy. The furnishings are comfortable and inviting. Dine at the glass top table or pull up a stool to the kitchen counter while grabbing a snack. Store up to 32 bottles of your favorite wines in the dual-zone wine cooler. Relax on the private balcony, gazing at the ocean or sunrise. Both bathrooms have been completely remodeled and all linens needed are provided. The oversized master suite offers a king bed, wide ocean views, separate entrance to the balcony and a huge bath with walk-in shower. The guest bedroom provides spacious accommodations for friends and family. You'll love the ease and convenience of your own new washer/dryer and secured Wi-Fi. Two large flat screen TV's means you'll want for nothing in this captivating condo. Maximum number of guests is 4. brbrBeacon Reef is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself relaxing on your own private balcony overlooking acres of lush tropical landscaping and gazing at the magnificent ocean views. Gather your ration of Vitamin D by simply lounging next to the free form swimming pool. Dock your boat in the marina. Dockage is first-come. Jet Skis and PWC are not permitted. Fillet your fish at the fish cleaning station. Exercise in the fitness center. Indulge your aching muscles by soaking them in the spa hot tub after a hard day of fishing, diving or snorkeling - or anytime that suits your fancy! This property is professionally managed by Keys Holiday Rentals. brbrSLEEPING ARRANGEMENTS: Sleeps 4 MaxbrPrimary Bedroom: King Bed Bathroom with ShowerbrGuest Bedroom: King Bed Bathroom with ShowerbrbrAMENITIES INCLUDE: Condo has community pool/hot tub, Indoor community space, outdoor BBQ, and gymbrbrACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures.brbrENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family. brbrRESERVATIONS ARE NOT CONFIRMED UNTIL THE REQUIRED CONDOMINIUM ASSOCIATION APPLICATION IS APPROVED.

Bed

Bath

Sleeps

$389.0

/ Nightly

Private Vacation Home

Futura Townhome 708: Stylish 2BR condo in Islamorada with pool access.

Islamorada, Florida, United States

Futura Townhome #708 - Enjoy the spectacular view of the Florida Bay from either one of two balconies in this 2-story townhome, located off the master bedroom or the living room. Amenities include Wi-Fi, flat panel TVs in the living room and master bedroom, phone (for local calls), a gas grill, and a charcoal grill. brThere are tons of things to keep you and your family busy without having to leave the Futura Condo complex. There are tennis courts and a swimming pool located on the property. Make yourself at home in our home away from home. Boat dockage available please inquire within. The Futura Yacht Club HOA charges- onsite-$150 per trailer and $50 per boat fee. These fees will not show up on your rental agreement, as the fees are collected upon check in at Futura Yacht Club. brNo smoking and no pets allowed. brVACATION RENTAL LICENSE: 24-0312 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.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.

Bed

Bath

Sleeps

$394.62

/ Nightly

Condo

Seagulls 701: A charming 3BR condo in Tavernier, FL, perfect for families.

Islamorada, Florida, United States

Welcome to our penthouse condo, a stunning vacation rental with breathtaking ocean views. This modern and tastefully furnished space offers a seamless blend of comfort and luxury. The open layout maximizes natural light, highlighting the panoramic vistas of the sparkling ocean. Enjoy the convenience of a fully equipped kitchen, spacious bedrooms, and contemporary amenities. Immerse yourself in relaxation on the private balcony, where you can savor morning coffee or evening cocktails while taking in the mesmerizing sunset over the water. Ideal for those seeking a serene and upscale retreat, this penthouse promises an unforgettable coastal getaway. VR#-24-3171brbrPlease 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.

3

Bed

2

Bath

6

Sleeps

$2518.0

/ Nightly

Guest House

Charming Suite @Islamorada With Pool Access - Twilight Suite

Islamorada, Florida, United States

Perched on the upper floor, the Twilight Suite at Casa Morada offers stunning garden views and a peaceful terrace perfect for morning coffee or sunset moments. This spacious retreat features a king-size bed, cozy living area, A/C, TV, free Wi-Fi, and complimentary breakfast. Explore Islamorada with included kayaks, paddle boards, and bikes. Free parking makes getting around easy. Perfect for couples seeking a romantic island escape surrounded by tropical beauty.

1

Bed

1

Bath

3

Sleeps

$2250.0

/ Nightly

Hotel

Relaxing Garden Suite With Pool @Islamorada- Sea Turtle Suite

Islamorada, Florida, United States

This phenomenal hotel suite in Islamorada offers a cozy retreat with a gorgeous king bed, AC, and WiFi. The bathroom features a refreshing shower and a hair dryer for your convenience. Whether you're here for a romantic getaway or a solo adventure, this terrific suite is the perfect spot to unwind after a day of exploring. We look forward to hosting you at our place.

1

Bed

1

Bath

3

Sleeps

$682.76

/ Nightly

Private Vacation Home

Beautiful house in pleasant Islamorada

Islamorada, Florida, United States

Discover the beauty of Islamorada from this 4-bedroom house. Inside, guests find a wonderful mix of sleeping options, including a king bed, queen bed, twin bed, and a futon. The three bathrooms offer excellent features like a jetted bathtub and a separate shower, perfect for relaxing after a day of adventure. With air conditioning and heating, the house stays comfortable year-round. Whether you’re cooking up a meal or unwinding in the cozy living space, this amazing home provides a great base for your getaway. You're sure to make fantastic memories with a stay at our place.

4

Bed

3

Bath

7

Sleeps

$1303.98

/ Nightly

Private Vacation Home

Islamorada Palm Cove | Private Waterfront Escape

Islamorada, Florida, United States

Welcome to Islamorada Palm Cove, a private four-bedroom retreat tucked inside a gated enclave in the heart of Islamorada, the Sport Fishing Capital of the World. Set along a protected lagoon with direct access to both Florida Bay and the Atlantic Ocean, this exceptional home offers private boat dockage and a ramp, making it ideal for anglers, divers and boaters alike. Spend your days on the water and your evenings unwinding in the heated and chilled pool, surrounded by lush tropical calm. Inside, the home features impeccable finishes, thoughtful design, and modern-day comforts throughout. The main living areas are bright and inviting, perfect for gathering after a day of adventure. Two of the four bedrooms are privately located downstairs and accessed separately from the main living space, offering added privacy for guests, extended family, or couples traveling together. Though peaceful and secluded, Islamorada Palm Cove is just minutes from downtown, where you’ll find renowned restaurants, local shops, and island culture. World-class sport fishing, fly-fishing, diving, snorkeling, and boating are right at your doorstep, with the coral reef and historic Alligator Lighthouse just offshore. Perfectly positioned for exploring the Keys, the home is approximately 1.5 hours from Miami and 2 hours from Key West, offering easy access while still feeling worlds away.brWhether you’re here for adventure or pure relaxation, Islamorada Palm Cove delivers the best of the Florida Keys—privacy, water access, luxury, and tranquility—all in one unforgettable setting.brThis home is managed by Florida Keys Signature Stays. Note that a 3% non-refundable convenience fee will be applied to all reservations paid by credit card, while check and eCheck payments are exempt from this fee.

Bed

Bath

Sleeps

$336.96

/ Nightly

Villa

Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.

Islamorada, Florida, United States

Bayside is a first floor apartment overlooking the beautiful waters of Florida Bay. Bayside is located on a small resort property nestled in a native hammock directly on Florida Bay. An easy 80 minute drive from Miami International Airport, this property is located in the heart of Islamorada, Bayside is fully air conditioned and there are ceiling fans throughout. The kitchen is modern and equipped with all the necessary appliances. Smoking is prohibited inside the Villa. The property is a nature lovers dream with resident fish, lobster, an octopus and an occasional manatee in the marina, iguanas that sun themselves by the boat basin and pelicans, egrets and osprey that fly in for periodic visits. Our boat basin can accommodate boats up to 26 feet in length and dockage as well as trailer parking is included in the rental.brbrThe property is private and secluded, away from traffic and noise, yet is convenient to many of the best restaurants and attractions in the Keys. A variety of shopping is nearby. Sunsets over the water of Florida Bay are breathtaking. Well behaved pets are welcome, please inquire.brbrBayside has a master bedroom with a king size bed and it's en suite bathroom. There is also a second full bathroom. In the living room is a queen size Murphy Bed. The living room and dining area are bright and sunny. The kitchen is fully equipped with oven, range and microwave, dishwasher, icemaker, coffee pot, blender, dishes and pots and pans. A barbecue is provided to grill your fresh catch. The entertainment center has a TV with provided wifi and protected internet.. A clothes washer and dryer are provided. The marina has electric service and water, and has automatic lights at night.brbrA boat ramp is available for boats up to 20 feet. Trailer parking is included for one boat trailer. Dockage for 1 boat, 26 feet is provided and parking for 2 cars is included, Islamorada Founders Park is just a short drive north to Plantation Key where you will find an olympic size pool, tennis, ball fields, and many other amenities including a dog park.brbrYou're minutes away from the best back country (bonefish, tarpon, permit, snook, redfish), blue water (sailfish, dolphin, wahoo, cobia) and reef fishing (grouper, snapper, yellowtail) in the entire Florida Keys. Fishing off of our jetty in the evening is a lot of fun for the kids. Magnificent snorkeling and scuba diving sites abound in the local area. A wide range of boating activities are available year round since our area of the bay is well protected. Kayaking, paddle boarding, and canoeing along our shoreline is popular. Of course water skiing and knee-boarding are a hit with the kids. Local shopping for clothing, souvenirs, and fishing and boating needs is plentiful. Grocery stores are convenient. brbrThere are several local attractions if you need a day out of the sun . Key West is a 80 minute drive away.brbrBayside is a unique place, and the people who visit, both owners and guests, feel very special about the property. The privacy is wonderful, the accommodations are new and clean, the property peaceful, and the access to the fishing is the best in the Keys, indisputably. We hope you will also find it as special as have we, and will add your name to the growing list who return to enjoy the most gorgeous sunsets and the best fishing and diving in the world.brBayside generally rents for 1 week intervals, from Saturday to Saturday. If Bayside is what you are looking for, please contact us and to reserve the dates. The reservation will be confirmed upon receiving a check for $500.00. The balance of the rental costs including tax (12.5%) are due 8 weeks before arrival.

Bed

Bath

Sleeps

$585.0

/ Nightly

Private Vacation Home

Luxury Islamorada Oasis: Pool, Dock, Fire Pit, King Beds & Canal Views

Islamorada, Florida, United States

Discover Your Slice of Islamorada Paradise!brbrContact Us Directly for AvailabilitybrbrWelcome to our newly remodeled, canal-front haven in Islamorada, the Fishing Capital of the World. Ideal for families or friends, this 3-bedroom, 2-bath retreat offers all the luxuries and amenities you need for an unforgettable stay in the Florida Keys.brbrHome Highlights:brbr*Spacious Master Suite: King bed, private bathroom, Smart TV, and balcony for quiet morning moments.brbr*Comfortable Guest Rooms: One with a king bed and Smart TV; the other with a Twin-over-Full bunk plus a Twin trundle and Smart TV, great for groups.brbr*Extra Sleeping Space: Sleeper sofa in the family room for added flexibility.brbr*Custom Closets in each room with ample storage space.brRelax & Entertain Outdoors:brbr*60-Foot Private Dock: Perfect for boating and easy access to open waters.brbr*Private Pool & Pergola: Enjoy poolside lounging or gather under the pergola equipped with a grill, dining table, fire pit, and 60-inch Smart TV—ideal for outdoor movie nights or catching the big game.brbr*Large Upstairs Balcony: Cozy seating to savor morning coffee or evening cocktails.brbrTop-Notch Amenities:brbr*High-speed internet & Smart UHD TVs in every bedroom (Netflix, Hulu, Prime Video, and more)brbr*Large-capacity washer & dryerbrbr*Fully-equipped kitchen: Keurig, toaster oven, rice cooker, cookware, and tablewarebrbr*Essentials: Laundry detergent, dish soap, hand sanitizer, and disinfectant spraybrbr*Commercial ice maker for keeping drinks chilledbrbr*Outdoor propane grill for al fresco diningbrbrExtra Fun for Guests:brbr*2 Paddleboards for exploring the canal and nearby watersbr*2 Adult Cruiser Bikes for scenic rides around the neighborhoodbrbrOur beautiful Islamorada home is fully updated, thoughtfully equipped, and ready to make your stay in the Keys relaxing, fun, and memorable. We look forward to sharing our little piece of paradise with you!brbrbrbrbrbrbr

Bed

Bath

Sleeps

$250.76

/ Nightly

Private Vacation Home

Captains Quarters is a charming canal front Keys house in delightful Islamorada

Islamorada, Florida, United States

Your cozy getaway awaits in Islamorada at this superb house. With 2 bedrooms including 1 king, 1 queen, and 2 twin beds you and your family will find comfort and relaxation in this serene retreat. Enjoy the convenience of amenities like kayaks and private beach access. A storage area downstairs with a bait/fish freezer plus a refrigerator. Store your fishing & diving equipment too. Our place is equipped for long stays, large boats and pets are welcomed!

2

Bed

2

Bath

6

Sleeps

Vacation Rentals By Owner In Islamorada, FL

$824.65

$1582.88

$1734.7

$851.63

$699.73

$474.73

$1267.0

$563.6

$1435.52

$2392.38

$226.76

$389.0

$394.62

$2518.0

$2250.0

$682.76

$1303.98

$336.96

$585.0

$250.76

Rent a place that suits your needs

Most popular vacation rentals in Islamorada

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