Florida Listings

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Monthly Rent $1800 - $3500

Family-friendly townhouse w/ shared pool - close to golf, beach & more! Fort Myers, Florida, Listing ID: 25969

*Offered by Vacasa Florida LLC Come for an exceptional stay in Fort Myers at this three-bedroom townhouse with room for the whole family. Offering access to a shared pool as well as golf courses and beaches nearby, up to six guests will love it here. Part of the Sail Harbor...

  • Condo
  • 1819
  •  3
  •  2 1/2
Monthly Rent $1800 - $3500

Peaceful condo w/ shared pool, tennis, fishing dock, & tennis - serenity awaits! Holmes Beach, Florida, Listing ID: 25971

*Offered by Vacasa Florida LLC Come luxuriate in the island life and revel in the resort feel of this peaceful two-bedroom condo on Anna Maria Island. You'll enjoy amenities like a large heated swimming pool, community tennis courts, and fishing docks on the bay, as well as...

  • Condo
  • 1458
  •  2
  •  2
Monthly Rent $10100 - $13950

Luxury waterfront house w/ canal views, private hot tub, & boat lift Holmes Beach, Florida, Listing ID: 25973

*Offered by Vacasa Florida LLC Get a taste of laid-back island life at this luxury waterfront house on Anna Maria Island. Featuring canal views, a heated spa, and a private dock, you've got all the ingredients for a memorable time in paradise. Located in the upscale...

  • Home
  • 2291
  •  4
  •  3
Monthly Rent $4000 - $6100

Ocean-front condo w/ shared pool & Gulf views - steps from the beach! Holmes Beach, Florida, Listing ID: 25975

*Offered by Vacasa Florida LLC Treat yourself to a magical Florida getaway with this oceanfront condo. Enjoy access to a shared pool, a great location just steps from the white-sand beach, and an enclosed lanai with a front-row seat to tropical sunsets over the Gulf. Set in...

  • Condo
  • 1057
  •  2
  •  2
Monthly Rent $5100 - $8800

Canalfront home w/ private pool, dock & lanai - dogs OK, great for boating! Holmes Beach, Florida, Listing ID: 25976

*Offered by Vacasa Florida LLC Experience the pleasures of canalfront living at this three-bedroom Holmes Beach retreat, a dog-friendly home with a private swimming pool and lanai, your very own one-slip dock, and a beautiful location ideal for boaters and anglers. This...

  • Home
  • 2180
  •  3
  •  3
Monthly Rent $4750 - $8600

Seaside, family-friendly condo with shared pool and prime location! Holmes Beach, Florida, Listing ID: 25979

*Offered by Vacasa Florida LLC Come enjoy this family-friendly condo that puts you right in the heart of the Holmes Beach action! This updated pool-view home boasts room for the whole family, shared pool access, and a seaside location that gives you the beach as your...

  • Condo
  • 1281
  •  2
  •  2
Monthly Rent $5200 - $9500

Charming gulf front condo w/ shared pool & view - near dining, shopping, sights! Holmes Beach, Florida, Listing ID: 25981

*Offered by Vacasa Florida LLC This charming beachside condo on Anna Maria Island offers the quintessential Florida experience. Enjoy a shared pool, screened lanai, lovely views, and close proximity to dining, shopping, and seven miles of white sand beaches! You'll be...

  • Condo
  • 1281
  •  2
  •  2
Monthly Rent $7625 - $12750

Cozy, waterfront bungalow with vintage flair - dogs are welcome! Holmes Beach, Florida, Listing ID: 25984

*Offered by Vacasa Florida LLC If you're coming to Anna Maria Island for your next vacation, stay in this cozy, modern home with immediate beach access, close proximity to dining, and the free, air-conditioned trolley that travels nearly the entire expanse of the island. Park...

  • Beach Home
  • 2718
  •  3
  •  3 1/2
Monthly Rent $6830 - $8990

Canal-front, dog-friendly home with private heated pool, hot tub, outdoor bar Holmes Beach, Florida, Listing ID: 25986

*Offered by Vacasa Florida LLC Make yourself at home at this dog-friendly renovated house, nestled between the ninth hole of the Key Royale Golf Club and one of the island's canals. Off the living room you’ll find the backyard pool area, overlooking the water. This island...

  • Home
  • 2514
  •  4
  •  3 1/2
Monthly Rent $3800 - $6300

Canal-front home with lush backyard, private dock, screened lanai, and more! Holmes Beach, Florida, Listing ID: 25988

*Offered by Vacasa Florida LLC This fantastic canal-front home offers a laid-back home base for fishing, boating, and enjoying time on the beach. The yard's cool shade and lush lawn set the scene for evenings grilling out and watching the water from the back patio. There's no...

  • Home
  • 1535
  •  2
  •  2
Monthly Rent $3600 - $6000

Spacious canal-front house with private pool & private dock - beaches nearby! Holmes Beach, Florida, Listing ID: 25989

*Offered by Vacasa Florida LLC Bask in the sun and forget all your worries when you stay at this comfortable house on Anna Maria Island. Featuring a private heated pool, canal views, and your own private dock, you'll have everything you need for the island getaway of your...

  • Home
  • 1494
  •  2
  •  2
Monthly Rent $5200 - $9500

Bright & modern condo by the beach w/ furnished balcony & partial Gulf views Holmes Beach, Florida, Listing ID: 25992

*Offered by Vacasa Florida LLC Walk right out onto the sand from this updated Holmes Beach condo! Located less than a block from Anna Maria Island's famous beaches, this home offers modern amenities, a covered and furnished balcony, and room for up to four guests. It may be...

  • Condo
  • 1457
  •  2
  •  2
Monthly Rent $3330 - $6000

Beachside condo with shared pool - close to the beach and local attractions Holmes Beach, Florida, Listing ID: 25994

*Offered by Vacasa Florida LLC Leave your worries at home and pack up the whole family for a fabulous vacation in the heart of Holmes Beach. Offering a shared pool and a location that puts you just steps from the golden Florida coast, this welcoming seaside home is perfect for...

  • Condo
  • 1259
  •  2
  •  2
Monthly Rent $5700 - $9300

Beautiful waterfront home w/ screened & furnished lanai, private pool, & dock Holmes Beach, Florida, Listing ID: 25996

*Offered by Vacasa Florida LLC Island Jewel is a renovated and designer-decorated three-bedroom vacation home in the highly coveted Key Royale neighborhood of Holmes Beach. Enjoy a number of deluxe amenities including a screened and furnished lanai, a heated pool, and your...

  • Home
  • 2208
  •  3
  •  2 1/2
Monthly Rent $2700 - $3900

Comfy townhouse w/ shared pool & on-site tennis - next door to Founders Park! Islamorada, Florida, Listing ID: 25997

*Offered by Vacasa LLC Slip away to the turquoise waters and warm sands of the Florida Keys with a stay at this charming Islamorada townhouse! Located right next door to Founders Park, which boasts a public beach and marina, this sunny vacation rental also includes access to a...

  • Home
  • 1400
  •  2
  •  2
Monthly Rent $1600 - $2800

Bayfront home with shared pool, tennis on-site, shared boat ramp! Key Largo, Florida, Listing ID: 26000

*Offered by Vacasa Florida LLC Kick off your shoes and leave your worries behind when you book your next seaside getaway to this bayfront Key Largo home. Boasting shared amenities like a pool, tennis courts, and a community boat ramp, your stay promises to be stress-free....

  • Home
  • 778
  •  2
  •  2
Monthly Rent $3100 - $3900

Waterfront getaway with private dock - great for fishermen and boaters! Key Largo, Florida, Listing ID: 26001

*Offered by Vacasa Florida LLC Surround yourself with water views and canal-front convenience when you book your next stress-free getaway to this Key Largo retreat. Boasting views from nearly every window and private dock slipping into vacation mode will be a breeze. Set...

  • Home
  • 1800
  •  3
  •  2 1/2
Monthly Rent $3200 - $4600

Bright and cheery family-friendly home w/soaking tub, dock access, & ocean views Key Largo, Florida, Listing ID: 26003

*Offered by Vacasa LLC Get the whole group together for a sun-soaked getaway they'll never forget when you book a trip to this waterfront Key Largo home. Boasting ocean views, easy beach access, and room for up to nine guests, this family-friendly gem will make sure that you...

  • Home
  • 5912434
  •  4
  •  2 1/2
Monthly Rent $5200 - $8400

Beautifully landscaped & appointed canal-front home w/beach access & views! Key West, Florida, Listing ID: 26005

*Offered by Vacasa Florida LLC Surround yourself in lush canal-front scenery at this lovely three-bedroom home in the charming Bay Point neighborhood of Key West. Drive a boat from the canal and be in open ocean waters in only minutes, stroll through the beautifully landscaped...

  • Home
  • 2181
  •  3
  •  3
Monthly Rent $5000 - $10600

Cozy, chic cottage w/ private pool - close to beach and dog friendly, too! Key West, Florida, Listing ID: 26007

*Offered by Vacasa Florida LLC Make this cozy and chic Key West cottage your home away from home for your next Florida vacation, and revel in a private pool, deck, and covered back porch, as well as close proximity to the beach. And the real bonus: you can bring your favorite...

  • Home
  • 1400
  •  3
  •  2
Monthly Rent $7200 - $15000

Welcoming home w/ private pool & covered porch - walk to dining & attractions Key West, Florida, Listing ID: 26008

*Offered by Vacasa Florida LLC Head to the Keys for your next Florida getaway and set yourself up for comfort and convenience when you stay at this welcoming, well-equipped home with a private pool and charming covered porch. You'll be situated only a mile from South...

  • Home
  • 1440
  •  3
  •  3
Monthly Rent $6150 - $16350

Historic home in Old Town w/ private pool & detached cottage - dogs OK Key West, Florida, Listing ID: 26011

*Offered by Vacasa Florida LLC Come experience Key West in all its glory when you stay in this dog-friendly historic home featuring a private pool and lush tropical gardens. Your group of up to six will be set for a comfortable and convenient stay, and the detached cottage is...

  • Home
  • 1599
  •  3
  •  3
Monthly Rent $7200 - $13000

Dog-friendly home w/ private pool & space to lounge - walk to everything! Key West, Florida, Listing ID: 26013

*Offered by Vacasa Florida LLC Come to Key West and ensure your Floridian getaway is the best it can be when you make this desirable rental your home away from home. Your group of up to eight will experience tranquil comfort and tasteful style in this dog-friendly home with a...

  • Home
  • 1596
  •  3
  •  3 1/2
Monthly Rent $4600 - $12100

Dog-friendly home w/ private pool, jetted tub, & gardens - relax on a hammock! Key West, Florida, Listing ID: 26015

*Offered by Vacasa Florida LLC If you're headed to Key West, make the most of your vacation and stay in this comfortable dog-friendly home with a private pool, a jetted tub, and gardens for an unforgettable Florida experience. You'll be located in a quiet neighborhood in...

  • Home
  • 1646
  •  3
  •  2
Monthly Rent $5100 - $14250

Dog-friendly home w/ private pool - walk to parks, shopping, & the beach! Key West, Florida, Listing ID: 26017

*Offered by Vacasa Florida LLC This Key West home is waiting for you and your group of up to six to come make yourselves at home and enjoy lazy days by your private pool. You'll be within easy reach of the beach, parks, and all the necessities. Walk to Higgs Beach and the...

  • Home
  • 1672
  •  3
  •  3
Monthly Rent $4750 - $12870

Dog-friendly, comfortable home w/ shared pool - close to beaches & attractions Key West, Florida, Listing ID: 26019

*Offered by Vacasa Florida LLC Head to Key West and revel in access to a shared pool, dog-friendly accommodations, and close proximity to beautiful beaches and major attractions when you stay at this three-bedroom, three-bath home for six. This rental is located in the...

  • Home
  • 1455
  •  3
  •  3
Monthly Rent $6000 - $13400

Dog-friendly, cozy home w/ private pool & hot tub - walk to must-see attractions Key West, Florida, Listing ID: 26021

*Offered by Vacasa Florida LLC If Key West is on your travel itinerary, make this lovely dog-friendly rental for six your home away from home and spend your time lounging by your private pool and spa. Located in Historic Bahama Village, this home is one block away from the...

  • Home
  • 0
  •  3
  •  2
Monthly Rent $5600 - $10100

Dog-friendly home w/ detached cottage, private pool, & walk to beach! Key West, Florida, Listing ID: 26023

*Offered by Vacasa Florida LLC Come to Key West and stay in this dog-friendly accommodation with two separate living quarters, a private pool, walking distance to the beach, and close proximity to all the major attractions. This home is within walking distance to famous...

  • Home
  • 1600
  •  3
  •  3
Monthly Rent $13800 - $24000

Waterfront, family-friendly home w/ private pool & easy Gulf and ocean access! Cudjoe Key, Florida, Listing ID: 26026

Head to Cudjoe Key and revel in upscale Florida comfort in this three-bedroom, two-bath home for six. Lounge by your private pool and leave your cares behind. Located right on a canal and within walking distance to the Gulf and ocean, you'll be able to enjoy a sunny,...

  • Home
  • 2576
  •  3
  •  2
Monthly Rent $4400 - $10200

Stylish, inviting home w/private pool in heart of downtown - walk to everything! Key West, Florida, Listing ID: 26043

*Offered by Vacasa Florida LLC Make this stylish, three-bedroom, two-and-a-half bath home for six yours when you come to Key West, and revel in amenities like a private heated pool and an ideal location. Located in downtown Key West, this home is a mere one block from...

  • Home
  • 1178
  •  3
  •  2 1/2
Monthly Rent $7900 - $11500

Comfortable, waterfront home w/ covered lanai, pool, Jacuzzi tub - lovely views Key West, Florida, Listing ID: 26044

*Offered by Vacasa Florida LLC This comfortable, four-bedroom, three-bath home in Key West offers a private covered lanai and pool, as well as lovely views from the balcony and a Jacuzzi tub. The home is located in quiet Key Cove Landings community, within walking distance...

  • Home
  • 2347
  •  4
  •  3
Monthly Rent $7900 - $11500

Waterfront home w/ private pool, Jacuzzi, balcony w/ sweeping ocean views Key West, Florida, Listing ID: 26046

*Offered by Vacasa Florida LLC Escape to Key West and stay in this lovely waterfront home for a luxurious getaway. Your group will enjoy a private pool, a Jacuzzi tub, and a balcony with sweeping ocean views. You'll be centrally located in the heart of Key West in the...

  • Home
  • 2450
  •  4
  •  3 1/2
Monthly Rent $8200 - $12000

Inviting, waterfront home w/ private pool, Jacuzzi, & balcony w/ ocean views Key West, Florida, Listing ID: 26048

*Offered by Vacasa Florida LLC This lovely four-bedroom, four-bath home for 10 provides a prime location and excellent amenities, including a private pool, a Jacuzzi, and a covered balcony with sweeping ocean views. You'll be located on the north side of Key West in the...

  • Home
  • 2400
  •  4
  •  4
Monthly Rent $7900 - $11500

Cozy, waterfront home w/ private pool & Jacuzzi - near all major attractions! Key West, Florida, Listing ID: 26050

*Offered by Vacasa Florida LLC Luxury awaits in this cozy yet spacious four-bedroom, four-bath Key West home, featuring a private pool and Jacuzzi, as well as close proximity to all the major locations. It's ideal for multiple families and large groups offering accommodations...

  • Home
  • 1725
  •  4
  •  4
Monthly Rent $8000 - $11800

Elegant, waterfront home w/ private pool and covered deck with ocean views Key West, Florida, Listing ID: 26051

*Offered by Vacasa Florida LLC Let this elegant, waterfront rental in Key West serve as home base for your next Florida vacation, and enjoy a private pool and covered deck with ocean views, among other fine amenities. The rental is located in the private community of Key...

  • Home
  • 2691
  •  4
  •  3 1/2
Monthly Rent $7900 - $11500

Roomy waterfront home w/ private pool, lanai, & deck - views from every window! Key West, Florida, Listing ID: 26053

*Offered by Vacasa Florida LLC This four-bedroom, three-and-a-half-bath Key West home has a private heated pool, a covered lanai, and an upper deck, as well as beautiful views from every window. It's situated in the exclusive Key Cove Landings, right on the water and within...

  • Home
  • 2691
  •  4
  •  3 1/2
Monthly Rent $6800 - $12100

Spacious home w/ private pool - close to attractions & beach, dog OK! Key West, Florida, Listing ID: 26055

*Offered by Vacasa Florida LLC Escape to Florida and stay in this private dog-friendly home for six for your Key West retreat and enjoy a private pool, wraparound deck, and patio. You'll be tucked away in a quiet Key West neighborhood, surrounded by lush foliage, and you'll...

  • Home
  • 1854
  •  4
  •  3 1/2
Monthly Rent $5300 - $10900

New home w/ private pool & rooftop patio - ideal location & steps from beach! Key West, Florida, Listing ID: 26058

*Offered by Vacasa Florida LLC This four-bedroom, three-and-a-half bath Key West home has just what you and your group of up to eight need for an awe-inspiring Florida beach getaway, including a private heated pool, rooftop patio, and easy access to the beach and major...

  • Home
  • 1912
  •  4
  •  3 1/2
Monthly Rent $9300 - $13500

Home w/private pool & hot tub - walk to everything Key West, Florida, Listing ID: 26060

*Offered by Vacasa Florida LLC Sink into the comfort of this lovely Key West home for 10, and enjoy a luxurious Florida getaway, complete with private pool and hot tub and excellent location, allowing you to walk to dining and all the sights. This home is located on a quiet...

  • Home
  • 2352
  •  4
  •  3 1/2
Monthly Rent $6100 - $11300

Spectacular, oceanfront, dog-friendly home w/ private pool & boat docks Key West, Florida, Listing ID: 26063

*Offered by Vacasa Florida LLC Bring your large group of up to 18 to Key West and stay in this spectacular five-bedroom, three-bath oceanfront home for an unforgettable Florida vacation. Amenities include a private pool, massive deck with seating, lush surrounding gardens, and...

  • Home
  • 3332
  •  0
  •  
Monthly Rent $4500 - $8800

Key West home w/ private hot tub - close to notable attractions Key West, Florida, Listing ID: 26065

*Offered by Vacasa Florida LLC This Key West home for nine offers privacy right in the heart of all the action with amenities like a private hot tub and close proximity to the island's most notable attractions. You'll feel a sense of seclusion in this home, thanks to its...

  • Home
  • 2885
  •  5
  •  2
Monthly Rent $10700 - $19500

Dog-friendly home on a private beach with private pool & hot tub Key West, Florida, Listing ID: 26066

*Offered by Vacasa Florida LLC Experience the best of the Keys during a stay in this oceanfront home with dog-friendly accommodations (for a nightly pet fee) and a private pool and hot tub! Shark Key Chateau offers room to bring the whole family along. While you'll feel...

  • Home
  • 4651
  •  5
  •  4 1/2
Monthly Rent $5400 - $11800

Spacious, canal front villa w/ private pool and hot tub - 3 dogs are welcome! Summerland Key, Florida, Listing ID: 26068

*Offered by Vacasa Florida LLC Stay in this three-bedroom, two-bath canal front villa for six when you come to Summerland Key and revel in rest and relaxation with your very own private pool and hot tub. And to make your vacation complete, you can bring three dogs along for a...

  • Villa
  • 1650
  •  3
  •  2
Monthly Rent $4100 - $8400

Dog-friendly, cabana-style cottage w/ private pool - two blocks from town! Key West, Florida, Listing ID: 26069

*Offered by Vacasa Florida LLC Escape to Key West for a fun, action-packed getaway when you stay in this two-bedroom, one-and-a-half bath cabana-style cottage for six and enjoy a private pool and easy access to all the action. Bring along the family dog, too, for a small...

  • Home
  • 606
  •  2
  •  1 1/2
Monthly Rent $4100 - $8400

Cozy, dog-friendly home w/ patio & private pool - walk to dining & shopping! Key West, Florida, Listing ID: 26071

*Offered by Vacasa Florida LLC Head to Key West for a rejuvenating reprieve and enjoy the patio and private pool at this cozy, two-bedroom home conveniently situated near dining, shopping, and all the must-see sights. Your beloved family dog is also welcome for a small nightly...

  • Home
  • 792
  •  2
  •  2
Monthly Rent $3000 - $6150

Dog-friendly condo in prime location - walk to dining & sights, near the beach! Key West, Florida, Listing ID: 26073

*Offered by Vacasa Florida LLC Get away from it all and head to Key West for a sun-filled vacation with this two-bedroom, two-bath condo for six and enjoy easy access to restaurants, attractions, and the beach. You can also bring your beloved dog along for a small nightly...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $2500 - $6700

Welcoming, conveniently-located, dog-friendly home - walk to everything! Key West, Florida, Listing ID: 26074

*Offered by Vacasa Florida LLC If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit of being right in the heart of the island. You'll be in the center of Key West within walking distance to...

  • Home
  • 705
  •  1
  •  1
Monthly Rent $4400 - $12000

Fully-renovated home w/ yard, porch, shared pool - one block from Duval Street Key West, Florida, Listing ID: 26075

*Offered by Vacasa Florida LLC Originally built in 1933, this fully renovated, three-bedroom home has a yard, a cozy front porch where you can sit back and watch the day go by, and room for up to eight guests (six comfortably). Stroll to shopping, entertainment, and beaches,...

  • Home
  • 1051
  •  3
  •  2
Monthly Rent $3200 - $5400

Dog-friendly home w/ private pool offers fantastic location in central Key West Key West, Florida, Listing ID: 26077

*Offered by Vacasa Florida LLC Leave your worries behind with a relaxing trip to the Florida Keys courtesy of this lovely vacation home! This traditional home in Key West features modern amenities and a location perfect for sightseeing. Nestled in Key West's old town, this...

  • Home
  • 1062
  •  2
  •  1
Monthly Rent $2500 - $5500

Charming couple's retreat w/a convenient location & a private bubbling hot tub Key West, Florida, Listing ID: 26079

*Offered by Vacasa Florida LLC Suprise your special someone with this Key West retreat. Boasting a private stress-melting hot tub and a location in the heart of Old Key West, you won't have to go far for fun! Less than a mile from Fort Zachary Taylor Historic State Park and...

  • Home
  • 461
  •  1
  •  1
Monthly Rent $2500 - $7500

Enchanting seaside cottage w/private pool, off-street parking, & prime location Key West, Florida, Listing ID: 26080

*Offered by Vacasa Florida LLC Come explore the rich history, decadent beaches, and seaside dining spots when you book your getaway to this Key West cottage. Filled with charm for up to five guests to enjoy, this home offers off-street parking, a private pool, and a location...

  • Home
  • 824
  •  1
  •  2
Monthly Rent $2500 - $6300

Quaint romantic cottage with street parking, close to the beach & adventure! Key West, Florida, Listing ID: 26082

*Offered by Vacasa Florida LLC Whisk your special someone away for a tranquil retreat when you book your next vacation at this Key West cottage. Putting you right in the middle of the action while surrounding you with relaxation, this home offers room for two and street...

  • Home
  • 500640
  •  1
  •  1
Monthly Rent $2500 - $6300

Dog-friendly seaside escape with shared pool and easy beach access! Key West, Florida, Listing ID: 26083

*Offered by Vacasa Florida LLC Book your tropical getaway to this dog-friendly Key West cottage. Featuring room for up to six guests, two canine companions (for a small nightly fee), street parking, and a shared pool, you'll have everything you need for a stress-free...

  • Home
  • 731
  •  1
  •  1
Monthly Rent $2500 - $6300

Cute dog-friendly tropical condo close to attractions w/a pristine shared pool Key West, Florida, Listing ID: 26085

*Offered by Vacasa Florida LLC This dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street. Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Mallory Square, you'll be able to get out...

  • Condo
  • 731
  •  10
  •  1 1/2
Monthly Rent $2100 - $6500

Charming cottage w/a private parking spot and private hot tub Key West, Florida, Listing ID: 26087

*Offered by Vacasa Florida LLC Trade in the daily grind for sugar-sand beaches and gentle ocean breezes when you book your getaway to this lovely Key West cottage. Featuring a private parking spot and a bubbling hot tub, stress won't stand a chance. Located just a mile from...

  • Home
  • 750
  •  2
  •  2
Monthly Rent $2400 - $6300

Dog-friendly seaside escape with shared pool, hot tub, tennis courts, and more! Key West, Florida, Listing ID: 26088

*Offered by Vacasa Florida LLC Bring your bathing suit, camera, and up to two canine companions (for a small nightly fee) for your next trip to this Key West cottage. With room for up to four guests, private parking, and resort amenities like a shared pool, hot tub, and tennis...

  • Condo
  • 1178
  •  2
  •  2
Monthly Rent $2800 - $6300

Cozy home tucked away in Old Town near shops, restaurants, and beaches! Key West, Florida, Listing ID: 26091

*Offered by Vacasa Florida LLC Make your next Florida vacation something special with this charming home in Key West. A great location in Old Town provides all six guests of this cigar-style "shotgun" cottage with something they're sure to love. Surrounded by the historic...

  • Home
  • 962
  •  2
  •  2
Monthly Rent $2600 - $6300

Breezy Florida home with shared swimming pool, dog-friendly - walk to beach! Key West, Florida, Listing ID: 26094

*Offered by Vacasa Florida LLC Small families and close groups of friends will love this dog-friendly home for four in Key West! A shared swimming pool and nearby beach access provide everything you need for a great vacation. Your new home away from home rests comfortably...

  • Home
  • 694
  •  2
  •  2
Monthly Rent $3700 - $10000

Vibrant home w/hot tub & private pool blocks from the beach - dog-friendly! Key West, Florida, Listing ID: 26096

*Offered by Vacasa Florida LLC This colorful dog-friendly Florida home has everything you need for an unforgettable vacation, with a private swimming pool and hot tub and walking distance from the beach. Your home sits only a few blocks away from the soft sands and warm...

  • Home
  • 2328
  •  2
  •  2 1/2
Monthly Rent $4000 - $10500

Lovely home w/ private pool and hot tub near shops and the beach - dogs OK! Key West, Florida, Listing ID: 26098

*Offered by Vacasa Florida LLC This dog-friendly home includes a private pool and a quiet location for an amazing getaway to the Florida Keys! Located in midtown Key West, your new home away from home has easy access to plenty of shops, parks, and restaurants. You're even...

  • Home
  • 1174
  •  2
  •  2