Islamorada, FL short term rentals

Islamorada, FL Short term rentals

888 available short term rental offers

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Best Short term and Weekly rentals in Islamorada, FL

1 Rm Peaceful Ocean View Retreat In The Florida Keys! - Islamorada, FL
9.7Excellent 296 reviews
Islamorada, FL
4 1
$415/nighttotal: $1245 (3 )

1 Rm Peaceful Ocean View Retreat In The Florida Keys!

apartment - Tavernier
This Tavernier apartment is located on the beach, within walking distance of Baker's Cay Resort Beach and Harry Harris Park, and a short drive of Mariners Hospital and Florida Keys Dive Center. It has earned excellent user, location, and cleanliness ratings.
The 600-square-foot apartment has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, a Smart TV with a DVD player, and a sofa bed. Guests can enjoy access to amenities such as a swimming pool, a Jacuzzi, a fitness center, a tennis court, and a bar.
Oceanfront 114  Anglers Reef Islamorada Fla Keys - Islamorada, FL
9.8Excellent 149 reviews
Islamorada, FL
2 2
$492/nighttotal: $3444 (7 )

Oceanfront 114 Anglers Reef Islamorada Fla Keys

apartment - Islamorada, Village of Islands
Vacation rental listing for 6 guests with an excellent rating of 98% based on 149 reviews. You will be in Islamorada, Village of Islands.
Services and facilities include a barbecue, a freeze and a kitchen. This apartment in Islamorada, Village of Islands is ideal for families.
Oceanfront Anglers Reef Luxury Home- Pool, Dock, Beach, Kayaks, Paddle Boards - Islamorada, FL
10Excellent 160 reviews
Islamorada, FL
2 2
$422/nighttotal: $2954 (7 )

Oceanfront Anglers Reef Luxury Home- Pool, Dock, Beach, Kayaks, Paddle Boards

apartment - Islamorada, Village of Islands
Apartment from 357 dollars per night for 6 people with an excellent rating of 100% based on 160 reviews. You will be located in Islamorada, Village of Islands.
Services and facilities: a terrace, a barbecue and a kitchen. Take advantage of the Spa in this apartment in Islamorada, Village of Islands.
Enjoy A Simplistic Coastal Retreat With Ocean Views Near Pool & Tennis Courts - Islamorada, FL
9.8Excellent 104 reviews
Islamorada, FL
2 2
$399/nighttotal: $1197 (3 )

Enjoy A Simplistic Coastal Retreat With Ocean Views Near Pool & Tennis Courts

apartment - Tavernier
This waterfront condo in Tavernier offers a tranquil escape with direct access to the beach and the lively atmosphere of Baker's Cay Resort. Guests have rated it excellent for its location, cleanliness, and overall quality.
The apartment features two bedrooms, two bathrooms, and a spacious 960 square feet of living space, ensuring a comfortable stay for families and groups. It boasts a fully equipped kitchen, a private balcony, and access to a sparkling outdoor pool, a rejuvenating spa tub, and barbecue grills, providing a perfect blend of relaxation and entertainment.
Breathtaking Ocean Views! Owners Who Care. Visit “Sangria Sunrise”! - Islamorada, FL
10Excellent 210 reviews
Islamorada, FL
2 1
$349/nighttotal: $1047 (3 )

Breathtaking Ocean Views! Owners Who Care. Visit “Sangria Sunrise”!

apartment - Tavernier
This beachfront condo in Tavernier is a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park. It has excellent user, location, and cleanliness ratings.
The 600-square-foot apartment has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, a TV with a DVD player, a washing machine, a coffee/tea maker, a spa tub, barbecue grills, a swimming pool, a jacuzzi, a terrace/balcony, a garden, and parking.
Capt Craigs 1 Bedroom /1 Bath Apartment - Islamorada, FL
9.8Excellent 405 reviews
Islamorada, FL
2 1
$222/nighttotal: $666 (3 )

Capt Craigs 1 Bedroom /1 Bath Apartment

apartment - Islamorada, Village of Islands
This Islamorada apartment is located in the heart of the Florida Keys, only 1 ½ hours from Miami International Airport. It has excellent user, location, and cleanliness ratings.
This one-bedroom, one-bathroom apartment has a full kitchen, living room/dining room combination, and a king-sized bed in the master bedroom. It accommodates up to four people and has a queen-sized pullout couch in the living room. Amenities include air conditioning, a garden, parking, internet, and a coin-operated laundry. It is also conveniently located near Captain Craig’s Restaurant and a local grocery store.
Wait And Sea 2 Br Unit In Ocean Pointe Suites - Islamorada, FL
9.7Excellent 90 reviews
Islamorada, FL
4 2
$429/nighttotal: $1287 (3 )

Wait And Sea 2 Br Unit In Ocean Pointe Suites

apartment - Tavernier
This spacious two-bedroom, two-bathroom apartment is situated in Tavernier, Florida, with panoramic ocean views and is just steps from the Tavernier Marina and a short drive from local attractions like the Turtle Hospital and John Pennekamp Coral Reef State Park. With excellent user, location, and cleanliness ratings, this apartment is an ideal choice for families and groups of up to six people. The 980-square-foot apartment features an industrial décor with a cozy and comfortable atmosphere and includes a fully equipped kitchen, new sleeper sofa, 52-inch Smart TV, washer and dryer, and ample seating areas. Guests can enjoy the heated Jr. Olympic-size pool, jacuzzi with a poolside bar, tennis courts, onsite marina, café, snorkeling, and kayaking.
Oceanfront King Suite W/ Balcony - Islamorada, FL
9.4Excellent 186 reviews
Islamorada, FL
4 1
$626/nighttotal: $1878 (3 )

Oceanfront King Suite W/ Balcony

B&B - Islamorada, Village of Islands
This oceanfront B&B offers stunning views of the Atlantic Ocean from its private balconies. Located in Islamorada, Village of Islands, it's within walking distance of restaurants and shops. Guests praise the excellent location, cleanliness, and user ratings.
The suite features a coastal-inspired interior design, a king bed, a full kitchen, and a private balcony. It can accommodate up to 4 guests and offers amenities such as air conditioning, a garden, parking, and internet. Guests can enjoy fishing and snorkeling nearby.
Airy Top Floor Suite With Ocean Views In Ocean Pointe Near Snorkel / Dive Shops - Islamorada, FL
9.8Excellent 149 reviews
Islamorada, FL
4 2
$419/nighttotal: $1257 (3 )

Airy Top Floor Suite With Ocean Views In Ocean Pointe Near Snorkel / Dive Shops

apartment - Tavernier
This waterfront condo in Tavernier offers a unique blend of relaxation and adventure. Just steps from Baker's Cay Resort Beach and Harry Harris Park, you'll enjoy swimming, sunbathing, fishing, and kayaking. The condo boasts excellent user, location, and cleanliness ratings.
The 910-square-foot condo has two bedrooms, two bathrooms, and a sofa bed, accommodating up to six guests. The fully equipped kitchen and free WiFi ensure a comfortable stay. Guests can relax in the outdoor pool, spa tub, and barbecue grills, or work out on the tennis court. The condo also features a terrace/balcony, garden, and parking.
Relax In Your Private Oceanfront Cottage! - Islamorada, FL
10Excellent 92 reviews
Islamorada, FL
2 1
$309/nighttotal: $2163 (7 )

Relax In Your Private Oceanfront Cottage!

cottage - Islamorada, Village of Islands
This oceanfront cottage is situated in Matecumbe, a neighborhood in Islamorada, Village of Islands, offering easy access to nearby attractions. It has excellent user ratings and features one bedroom and one bathroom.
The cottage has been newly renovated and decorated with modern and stylish interior, all new appliances and furnishings. It includes amenities like a private boat dock and ramp, kayaks and bicycles, a tiki hut, and fishing charter options.
Porter’s Corner - Islamorada, FL
10Excellent 126 reviews
Islamorada, FL
4 2
$519/nighttotal: $1557 (3 )

Porter’s Corner

apartment - Islamorada, Village of Islands
This apartment in Islamorada, Village of Islands, is located in a peaceful area on a deep water canal, within walking distance of a beach, convenience store, and fish market. It has excellent user, location, and cleanliness ratings.
The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It features a kitchen with a fridge, freezer, and microwave oven, air conditioning, a garden, parking, and a private 30-foot dock for boat parking or sunset viewing. Guests also have access to laundry machines, and the property is 100% solar-powered.
Keys Paradise Getaway - 2br - Islamorada, FL
9.8Excellent 123 reviews
Islamorada, FL
4 2
$409/nighttotal: $1227 (3 )

Keys Paradise Getaway - 2br

apartment - Tavernier
The Keys Paradise Getaway apartment is situated in the Ocean Pointe Suites resort in Tavernier, Florida, 69 miles south of Miami International Airport and 98 miles from Fort Lauderdale Airport. The apartment has excellent user, location, and cleanliness ratings.
The apartment has a two-bedroom, two-bathroom layout with a king bed in the master bedroom and a queen bed in the second bedroom. It has a floor area of 860 square feet and a guest capacity of 6. The apartment has a full kitchen with stainless steel appliances, complimentary WiFi, flat-screen TVs, and a washer/dryer. It also has a private beach, marina, and boat dockage for easy access to water activities.

Other accommodation types in Islamorada, FL

Best Islamorada, FL Short term rentals with a pool

Among the 888 accommodations in Islamorada, FL, here are the 8 best rentals with a pool

Serene Cozy Cottage In Islamorada With Heated Pool - Islamorada, FL
9.6Excellent 111 reviews
Islamorada, FL
2 2
$447/nighttotal: $1788 (4 )

Serene Cozy Cottage In Islamorada With Heated Pool

cottage - Islamorada, Village of Islands
This cottage is located in the heart of Islamorada, Village of Islands, at mile marker 76.7, a short distance from Robbie's Marina (3.2 miles) and Caloosa Cove Marina (3.2 miles). It has excellent user ratings for location, cleanliness, and overall experience.
The charming cottage has two private bedrooms accommodating up to 4 guests, a fully stocked kitchen, a spacious living area, and access to a communal, heated swimming pool. It also offers a private driveway parking for two cars, a pack n play crib and highchair available upon request (48-hour notice required), and a starter pack of essential supplies provided for a comfortable stay.
Two Bedroom Top Floor Condo W/ Ocean Views Near Pool - Bldg 3 - Islamorada, FL
9.7Excellent 182 reviews
Islamorada, FL
2 2
$399/nighttotal: $1197 (3 )

Two Bedroom Top Floor Condo W/ Ocean Views Near Pool - Bldg 3

apartment - Tavernier
This waterfront condo in Tavernier is perfect for families or groups. It's a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, and it has excellent user, location, and cleanliness ratings.
The condo has 2 bedrooms, 2 bathrooms, and 910 square feet of space. It can accommodate up to 6 guests. It has a fully equipped kitchen, free WiFi, air conditioning, a private fenced yard, and access to a water park, outdoor pool, and spa tub.
Light, Bright And Nautical 2 Bedroom Condo In Key Largo - Islamorada, FL
9.9Excellent 136 reviews
Islamorada, FL
2 2
$395/nighttotal: $1185 (3 )

Light, Bright And Nautical 2 Bedroom Condo In Key Largo

apartment - Tavernier
A waterfront condo with stunning views, this apartment is a 15-minute walk from Baker's Cay Resort Beach in the heart of Tavernier. It has excellent user, location, and cleanliness ratings.
With 950 square feet of floor area, this two-bedroom, two-bathroom apartment can accommodate four guests. It features a fully equipped kitchen, a balcony for relaxation, and access to an outdoor pool, spa tub, and barbecue grills.
Ocean Pointes Finest Master Suite W/ Endless Ocean Views - Islamorada, FL
9.8Excellent 59 reviews
Islamorada, FL
2 1
$399/nighttotal: $1197 (3 )

Ocean Pointes Finest Master Suite W/ Endless Ocean Views

apartment - Tavernier
This waterfront condo in Tavernier offers a peaceful escape with scenic views and proximity to popular attractions like Baker's Cay Resort Beach and Harry Harris Park. With excellent user, location and cleanliness ratings, it guarantees a comfortable and memorable stay.
The apartment boasts 930 square feet of space, one bedroom and two bathrooms, comfortably accommodating four guests. The fully equipped kitchen, spacious living area, and private balcony ensure a convenient and relaxing stay. Guests can enjoy access to an array of amenities, including a swimming pool, Jacuzzi, tennis court, and barbecue grills, making it the perfect choice for families and couples seeking a memorable vacation.
Ocean Views All Rooms !  Top Floor !  Largest - End Unit, Quiet !! - Islamorada, FL
9.8Excellent 270 reviews
Islamorada, FL
2 2
$351/nighttotal: $1053 (3 )

Ocean Views All Rooms ! Top Floor ! Largest - End Unit, Quiet !!

apartment - Tavernier
This waterfront condo is situated in Tavernier, within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park. It has excellent ratings for its location, cleanliness, and user experience.
This fully equipped apartment features 2 bedrooms, a capacity of 4 guests, a fully equipped kitchen, air conditioning, a private balcony, access to a garden and barbecue grills, a swimming pool, a spa tub, a water park, a tennis court, a spa, and parking. It also offers free WiFi, and a smoke-free environment.
Spectacular 2 Bedroom With A Beautiful Ocean View. - Islamorada, FL
9.8Excellent 224 reviews
Islamorada, FL
2 2
$340/nighttotal: $1020 (3 )

Spectacular 2 Bedroom With A Beautiful Ocean View.

apartment - Tavernier
Book this vacation rental for 4 guests with an excellent rating of 98% based on 224 reviews. You will be based in Tavernier.
Services and facilities: a terrace, an iron and an elevator. This apartment in Tavernier also has air conditioning!
Peek-a-boo Ocean Views + Pool, Pickle-ball, Tennis & Beach - Affordable Fun! - Islamorada, FL
9.6Excellent 260 reviews
Islamorada, FL
4 2
$400/nighttotal: $1200 (3 )

Peek-a-boo Ocean Views + Pool, Pickle-ball, Tennis & Beach - Affordable Fun!

apartment - Tavernier
This family-friendly condo building is situated in Tavernier, within walking distance of Baker's Cay Resort Beach (0.8 mi) and Harry Harris Park (0.5 mi). It boasts excellent user, location, and cleanliness ratings.
The spacious 2-bedroom condo offers 900 square feet of living space and can accommodate up to 6 guests. It features a fully equipped kitchen, free WiFi, a sofa bed, and a smoke-free environment. Guests can enjoy the garden, barbecue grills, spa tub, swimming pool, jacuzzi, tennis court, and parking.
Ocean View Anglers Reef - Pool, Dock, Beach. Walk Or Bike To Local Food + Bars - Islamorada, FL
10Excellent 165 reviews
Islamorada, FL
2 2
$429/nighttotal: $3003 (7 )

Ocean View Anglers Reef - Pool, Dock, Beach. Walk Or Bike To Local Food + Bars

apartment - Islamorada, Village of Islands
Apartment at 319 dollars for 4 people with an excellent rating of 100% based on 165 reviews. You will be based in Islamorada, Village of Islands.
Services and facilities include air conditioning, a washing machine and a barbecue. Take advantage of the pool in this apartment.

Best Islamorada, FL Short term rentals with a jacuzzi

Among the 888 accommodations in Islamorada, FL, here are the 8 best rentals with a jacuzzi

Ocean Front, Newly Renovated. Marina, New Pool\/hot Tub And Private Beach. - Islamorada, FL
9.2Excellent 112 reviews
Islamorada, FL
2 1
$292/nighttotal: $1168 (4 )

Ocean Front, Newly Renovated. Marina, New Pool\/hot Tub And Private Beach.

apartment - Tavernier
This apartment is located on a private 65-acre resort in Tavernier, near the newly renovated marina, clubhouse, and beach. It's just a short drive from John Pennekamp Coral Reef State Park and Indian Key Historic State Park.
The apartment has been completely renovated in 2018 and features a spacious layout with large Travertine tiles throughout. It has one bedroom and one bathroom and can accommodate up to 4 adults. The apartment comes with modern amenities such as a large LED TV with free Wi-Fi, printer/scanner/fax, and washer/dryer. Guests also have access to resort amenities such as a private beach, pool, hot tub, tennis courts, and nature trail.
Ocean Views | Building 5 | Wifi | King | Wd - Islamorada, FL
9.3Excellent 113 reviews
Islamorada, FL
2 2
$373/nighttotal: $1492 (4 )

Ocean Views | Building 5 | Wifi | King | Wd

apartment - Tavernier
This Tavernier apartment is a short walk from Baker's Cay Resort Beach and Harry Harris Park. It has excellent user, location, and cleanliness ratings.
The apartment has 2 bedrooms, 2 bathrooms, and a floor area of 840 square feet. It can accommodate up to 6 guests. It features a private pool, a spa tub, a balcony, a fully equipped kitchen, a sofa bed, and air conditioning.
Sparkling Ocean Views From Bldg 4 At Ocean Pointe -  Family Fun & Food Truck! - Islamorada, FL
9.6Excellent 128 reviews
Islamorada, FL
4 2
$431/nighttotal: $1293 (3 )

Sparkling Ocean Views From Bldg 4 At Ocean Pointe - Family Fun & Food Truck!

apartment - Tavernier
This waterfront condo in Tavernier is within walking distance of Baker's Cay Resort Beach and a short drive from Mariners Hospital and Florida Keys Dive Center. It has excellent user, location, and cleanliness ratings.
The apartment has 2 bedrooms, 2 bathrooms, and a floor area of 910 square feet. It features a fully equipped kitchen, free WiFi, air conditioning, a swimming pool, a Jacuzzi, a terrace/balcony, a garden, a tennis court, and parking. Pets are allowed, and it is family-friendly.
Serenity In The Sun - Islamorada, FL
9.9Excellent 222 reviews
Islamorada, FL
2 2
$562/nightfor 1 night

Serenity In The Sun

apartment - Tavernier
Apartment listing for 6 guests with an excellent rating of 99% based on 222 reviews. You will stay in Tavernier.
Facilities and services include free parking, a jacuzzi and a kitchen. Take advantage of the air conditioning in this apartment!
Oceanfront 2 Bdrm, 2 Bath Apt, Key Largo, Tavernier - Islamorada, FL
10Excellent 257 reviews
Islamorada, FL
2 2
$335/nighttotal: $1340 (4 )

Oceanfront 2 Bdrm, 2 Bath Apt, Key Largo, Tavernier

apartment - Tavernier
Apartment rental for up to 4 guests with an excellent rating of 100% based on 257 reviews. You will be located in Tavernier.
Facilities and services: a swimming pool, a barbecue and a terrace. This apartment in Tavernier also has a garden!
Top Floor Unit With A Ocean View!!!     Privately Owned - Islamorada, FL
10Excellent 91 reviews
Islamorada, FL
2 1
$292/nighttotal: $1168 (4 )

Top Floor Unit With A Ocean View!!! Privately Owned

apartment - Tavernier
This oceanfront condo in Tavernier, Florida offers stunning ocean views from its living room and private balcony. It is centrally located within a 10-minute drive of Key Largo and Downtown Islamorada's attractions, and has an excellent user rating.
The apartment features a coastal décor with a tropical vibe, and a recently remodeled kitchen with granite countertops, new cabinets, and stainless steel appliances. It has one bedroom, one bathroom, and can accommodate up to 4 guests. Amenities include a washer/dryer, iron/board, hairdryer, and USB outlets, as well as access to boat ramps, marina, BBQ grills, tennis courts, and a children's play area within the resort complex.
Tranquility On The Top Floor With Open Ocean Views - Islamorada, FL
9.9Excellent 60 reviews
Islamorada, FL
4 2
$400/nighttotal: $1200 (3 )

Tranquility On The Top Floor With Open Ocean Views

apartment - Tavernier
This waterfront apartment in Tavernier is just a short walk from Baker's Cay Resort Beach and Harry Harris Park. With excellent user ratings, it offers a relaxing stay with its outdoor pool, spa tub, and barbecue grills.
The apartment has two bedrooms and a sofa bed, accommodating up to 4 guests comfortably. It has a fully equipped kitchen and a 910 square feet floor area. The apartment also features a balcony, air conditioning, internet, and parking.
Supreme 8bd Ocean View Penthouse With 2 Rooftop Lo - Islamorada, FL
10Excellent 3 reviews
Islamorada, FL
2 5
$2063/nighttotal: $6189 (3 )

Supreme 8bd Ocean View Penthouse With 2 Rooftop Lo

apartment - Islamorada, Village of Islands
This spectacular six-bedroom penthouse in Islamorada, Village of Islands is located on the Bayside at Mile Marker 75, offering stunning waterfront views and close proximity to popular tourist attractions like the Theater of the Sea and the Florida Keys History & Discovery Center. The apartment has received excellent ratings for its location, cleanliness, and user experience.
The designer-furnished penthouse features three balconies, two private rooftop lounges with ocean views, a sauna, a steam room, a movie room, and a gym room that can also be used as an extra bedroom. Guests have access to a swimming pool, a Jacuzzi, a terrace, a garden, a fitness center, and parking. The apartment also includes a kitchen with a fridge, a microwave oven, and a dishwasher, as well as air conditioning and internet access.

Frequently asked questions about short term rentals in Islamorada, FL

Destinations nearby

Best family friendly Islamorada, FL Short term rentals

Among the 888 accommodations in Islamorada, FL, here are the 3 best family friendly rentals

Breathtaking Ocean Views For Your Paradise Vacations - Islamorada, FL
10Excellent 74 reviews
Islamorada, FL
2 2
$532/nighttotal: $3724 (7 )

Breathtaking Ocean Views For Your Paradise Vacations

apartment - Islamorada, Village of Islands
This pet-friendly 2000-square-foot apartment in Islamorada, Village of Islands is conveniently located near popular landmarks, including Florida Keys Brewing Co. and Bud n' Mary's Dive Center. The apartment has been rated excellent by previous guests.
The apartment features two master bedrooms with private baths, a fully stocked kitchen with granite countertops, a living room with two queen sleeper sofas, a washer and dryer, and spectacular ocean views. Guests also have access to a private dock and ramp, kayaks, and bicycles.
Wow! Waterfront Canal Home-relaxing, Fresh & Clean-fish, Swim, Snorkel Close By! - Islamorada, FL
9.6Excellent 69 reviews
Islamorada, FL
2 3
$410/nighttotal: $2870 (7 )

Wow! Waterfront Canal Home-relaxing, Fresh & Clean-fish, Swim, Snorkel Close By!

apartment - Islamorada, Village of Islands
Vacation rental listing from 326 dollars for up to 6 guests with an excellent rating of 96% based on 69 reviews. You will be located in Islamorada, Village of Islands.
Services and facilities: a garden, a terrace and a spa. This is a family-friendly apartment!
The Russell Estate, 2 Acrs On Ocean,  Tropical 3/2 - Islamorada, FL
9.8Excellent 95 reviews
Islamorada, FL
2 3
$848/nighttotal: $5936 (7 )

The Russell Estate, 2 Acrs On Ocean, Tropical 3/2

apartment - Islamorada, Village of Islands
Accommodation for up to 6 people with an excellent rating of 98% based on 95 reviews. This accommodation is based in Islamorada, Village of Islands.
Services and facilities include a spa, a swimming pool and a garden. Take advantage of the Free Parking with this accommodation in Islamorada, Village of Islands!