Marathon Rentals
From $1168 per night (USD)VRBO
Luxury Villa-Infinity Pool-Jacuzzi-Endless Amenities-
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Villa Murano for 14 plus guests, for families, for gatherings, for corporate retreats for celebrations, for a phenomenal ...
From $1168 per night (USD)VRBO
From $179 per night (USD)VRBO
Boating & Beaches! Marathon 1 bdrm condo on canal w/ boat launch.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great condo in Coco Plum, newly renovated, on a wide deepwater canal with private boat launch and trailer parking. Chec ...
From $179 per night (USD)VRBO
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Gorgeous house, GUARANTEED to beat any price for a 3BR in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Three bedrooms and 2 bathrooms in open concept with everything you need in the heart of the Keys. Ample parking spaces ...
Click For PricingVRBO
From $794 per night (USD)Expedia
Beautiful Newer 4/4 Home w. Dockage & private pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Must See Stunning 3095 Sq. Ft 4/4 SFH on ground level with pool, 45 ft of dockage, outdoor kitchen and access to the oce ...
From $794 per night (USD)Expedia
From $607 per night (USD)VRBO
Beachfront Home Pool/Tiki/Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Beachfront home located directly across the street from famous Sombrero Beach. Sombrero Beach is surely one of ...
From $607 per night (USD)VRBO
From $212 per night (USD)Expedia
The Florida Keys Treehouse in Marathon, FL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to THE FLORIDA KEYS TREEHOUSE IN MARATHON! A refuge among the trees, The Treehouse is a private and secluded get ...
From $212 per night (USD)Expedia
From $333 per night (USD)VRBO
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ACCOMMODATIONS: Unit 10 is a fully furnished studio/efficiency. The unit has a queen size bed, dining table with two cha ...
From $333 per night (USD)VRBO
From $249 per night (USD)Expedia
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ACCOMMODATIONS: Unit 8a is a fully furnished studio/efficiency. The unit has a queen size bed, a 3-seat leather couch, a ...
From $249 per night (USD)Expedia
From $387 per night (USD)VRBO
Casa Blue Flamingo - In the Florida Keys - minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BEAUTIFUL PRIVATE HOME IN THE FLORIDA KEYS In the heart of the Florida Keys relax and unwind in this beautiful very spac ...
From $387 per night (USD)VRBO
From $364 per night (USD)Expedia
Walk to Sombrero Beach •Waterfront, 50’ Dock, Spa, Kayaks, Bikes, Ideal Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Islandville Florida Keys – Sombrero Beach Stilted Beach House VACA22-191 Relax in this fully renovated Florida Keys ge ...
From $364 per night (USD)Expedia
From $339 per night (USD)VRBO
Waterfront 2BR w/ Dock Near Seven Mile Bridge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: "7 Mile Mahi" in Knights Key is a charming 2-bedroom, 2-bath cottage with a sleeping loft, 35 feet of dockage ...
From $339 per night (USD)VRBO
From $505 per night (USD)Expedia
Thanksgiving week opened-up! Fall Discounts:)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
DIRECT OCEANFRONT, fully updated, ground floor, single-family Home; 3 Bedrooms, 3 Baths. The home is all new and beautif ...
From $505 per night (USD)Expedia
From $528 per night (USD)VRBO
Luxury Waterfront DOCK 4/3 BEACH ICE MACHINE / PRIVATE POOL / HEATER/CHILLER
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Let us host your next vacation in the fabulous, Florida Keys! Located on Sombrero Beach Road, Paradise Cove is a new an ...
From $528 per night (USD)VRBO
From $588 per night (USD)Expedia
Catch n' Relax Anglers Ultimate Waterfront Retreat with 50’ Dock Modern New Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This newly built modern luxury home sits on a wide, deep canal in Marathon with direct access to the Atlantic Ocean, bui ...
From $588 per night (USD)Expedia
From $1297 per night (USD)VRBO
Serenity - 5bed/3bath single family - Large, Luxurious, Open Water View
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy life at Serenity with unobstructed views of the Vaca Cut from this amazing home! Located on the ocean side, it’s t ...
From $1297 per night (USD)VRBO
From $586 per night (USD)Expedia
Cook your Catch in a Gourmet Kitchen- Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $586 per night (USD)Expedia
From $381 per night (USD)VRBO
300/NIGHT~ICE MACHINE~POOL~ CLOSE TO OPEN GULF WATER~FAMILY FRIENDLY HOME,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf Winds Hideaway – Your Private Slice of Paradise! Welcome to Gulf Winds Hideaway, a beautifully designed waterfront ...
From $381 per night (USD)VRBO
From $639 per night (USD)VRBO
Instant open water access! Private beach, dock. Rates start at 1995 inquire
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Weeks starting at $1995! Thehappyhouse339 At Gg mail Always inquire for best rates! Quaint and charming with fantas ...
From $639 per night (USD)VRBO
From $332 per night (USD)VRBO
\"Pelican's Perch\" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pelican's Perch is an upscale, luxury townhouse condo less than 16 yards from the water of the Gulf of Mexico. The cond ...
From $332 per night (USD)VRBO
From $277 per night (USD)VRBO
Perfect area for kayaking with screened porch, secluded area off Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
** FALL SPECIAL - $1,250 Amazing location, convenient to Sombrero Beach! Perfect for kayaking! This lovely, newer stilt ...
From $277 per night (USD)VRBO
From $573 per night (USD)VRBO
🌸Home(#5) “AFTER DUNE🍹DELIGHT”(-approximately 50 ft from Private beach entrance)🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌸Home(#5) “AFTER DUNE🍹DELIGHT”(-approximately 50 ft from Private beach entrance)🌸 Totally Private😉- Turn-Key and ful ...
From $573 per night (USD)VRBO
From $403 per night (USD)VRBO
Beautiful Sombrero Beach! Pool, Dock, walking distance to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discounts avail for Monthly rental request. Thehappyhouse339 At G g mail Please always inquire for the best rates. Co ...
From $403 per night (USD)VRBO
From $236 per night (USD)VRBO
2/2 Ocean, Canal, Dock- Fall Getaway @ Casita Mar!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Renting 7 nights+ stays & monthly, too! Saturdays check in/check out applies to summer stays. If specific dates request ...
From $236 per night (USD)VRBO
From $944 per night (USD)Expedia
4BR 5BA pool+hot tub closed to Gulf/Atl, kayaks, bikes, deep canal, near beach.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Perla Blanca – Luxury Waterfront Retreat in Marathon Saturday-to-Saturday Reservations Only Welcome to Perla Blanca, an ...
From $944 per night (USD)Expedia
From $406 per night (USD)VRBO
Get Hooked - 30 ft dock, plenty of parking & private pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedroom/3 bath Canal front home. 7 nights minimum. Enjoy coastal breezes in this canal front Villa. Beautifully deco ...
From $406 per night (USD)VRBO
From $2042 per night (USD)Expedia
Attn Large Groups: Waterfront home w/8 Bedrooms, 2 pools & a private dock
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 18
We have created a tropical oasis where you will find everything you need for a large group! Just down the road from Som ...
From $2042 per night (USD)Expedia
From $479 per night (USD)VRBO
Pet & Family Friendly, Sleeps 8 - Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $479 per night (USD)VRBO
From $479 per night (USD)Expedia
Weekly Resort Activities & Family Fun - Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $479 per night (USD)Expedia
From $593 per night (USD)VRBO
Cleanest in the Keys w/Roof Top Deck - Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $593 per night (USD)VRBO
From $715 per night (USD)VRBO
Sombrero Beach Retreat, 4 Bedroom, 4 Bath Pool Home, great harbor views.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Sombrero Beach Retreat! This home is a true delight, 4 bedrooms and 4 baths spread out on three levels with one bedroom ...
From $715 per night (USD)VRBO
From $532 per night (USD)VRBO
Canal Front with 30' Dock! Private Pool! 4 Bikes! Neighborhood Beach! 4 BR 3 BA!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
"SOMBRERO HEAVEN" is a canal front 4 bedroom 3 bath attached Villa with neighborhood ocean front beach just down the str ...
From $532 per night (USD)VRBO
From $586 per night (USD)Expedia
Kayaks, Paddle Boards, Bikes & Fishing- Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $586 per night (USD)Expedia
From $586 per night (USD)VRBO
Gated Boutique Resort with Pool- Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $586 per night (USD)VRBO
From $813 per night (USD)Expedia
Fisherman Paradise, Dock, Pool , Ice Machine, Jacuzzi.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious 2,800 sf House with four bedrooms with their own end-suite baths. Full house for you and your family to enjoy, ...
From $813 per night (USD)Expedia
From $327 per night (USD)VRBO
Escape To Marathon in Large 4BR 3BA Canal Front Home Sleep 10 with Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This stunning new construction single-family attached home has a conveniently fully stocked luxury kitchen and has all t ...
From $327 per night (USD)VRBO
From $627 per night (USD)Expedia
Canal Front with Large Custom Pool, Lush Landscaping, Hot Tub, 30' Dock, Kayaks!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
MARATHON ANGLER'S RETREAT in Marathon is a brand new property with every modern convenience and warm coastal decor! Loca ...
From $627 per night (USD)Expedia
From $1779 per night (USD)VRBO
Florida Keys Luxury Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Luxurious, expansive estate on 1.75 acres directly west facing on the Gulf of Mexico. Meticulously manicured landscaping ...
From $1779 per night (USD)VRBO
From $482 per night (USD)VRBO
Sombrero Beach Pool Home, 3 bedroom, 3 bath home with Pool, Jacuzzi & Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A great Vacation spot! Pool, Spa, Dockage and only a 1/2 Mile from Sombrero Beach! This 3 bedroom, 3 bath home has a ref ...
From $482 per night (USD)VRBO
From $667 per night (USD)VRBO
Sombrero Beach Home - Heated Pool, Kayaks, Private Road
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Renovated 3 bedroom, 2.5 bath home just a block to beautiful Sombrero Beach in Marathon – a rare soft sand beach in the ...
From $667 per night (USD)VRBO
From $232 per night (USD)Expedia
Waterfront 2br/2ba condo w/ boat slip, private ramp & chilled/heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Forget your worries in this spacious and serene space. Enjoy all that Marathon has to offer in this perfect location wit ...
From $232 per night (USD)Expedia
From $479 per night (USD)VRBO
Home Away from Home Pet Friendly - Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $479 per night (USD)VRBO
From $586 per night (USD)Expedia
Balcony Dining Space & Roof Top Deck- Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $586 per night (USD)Expedia
From $479 per night (USD)VRBO
Budget Friendly, Couples Welcome - Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $479 per night (USD)VRBO
From $586 per night (USD)Expedia
Roof Top Deck, Sleeps 6 w/3 Kings - Marlin Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $586 per night (USD)Expedia
From $273 per night (USD)VRBO
Free Kayaks, Bikes, & Boat Dockage! Waterfront Home by
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming Home 2/2 that accommodates 6 people has been renovated with all the amenities needed for a great vacation ...
From $273 per night (USD)VRBO
From $588 per night (USD)VRBO
Modern Single Floor Pool Home Ice Maker Dock with Quick Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
*Commercial Ice Maker *Walk to Coco Plum Beach *Pool *3 Bedrooms *Outdoor kitchen *Tiki *Dock *Open Concept *Lots of par ...
From $588 per night (USD)VRBO
From $182 per night (USD)VRBO
March Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom/3 bath home, 2 of which are master bedrooms. All mattress with memory foam. Four 55" 4K TV's with Direct TV ...
From $182 per night (USD)VRBO
From $489 per night (USD)Expedia
Private paradise! Gorgeous 4/3 Half duplex w/ private pool & dockage!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to paradise at South Creek! This gorgeous 4/3 with a private pool and dockage welcomes you with its nautical dec ...
From $489 per night (USD)Expedia
From $861 per night (USD)VRBO
4BR Waterfront Home w. Pool, Dock, Game Room & short walk to Sombrero Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is professionally managed by Rentals in Paradise, a local company in Marathon. Upon entering our driveway, yo ...
From $861 per night (USD)VRBO
From $367 per night (USD)Expedia
Ocean front with private beach and pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this ocean front piece of paradise and relax from the daily stress. This spacious two bedrooms two bathrooms apart ...
From $367 per night (USD)Expedia
From $812 per night (USD)VRBO
\"Casa Azul Villa\"- Stunning Ocean Views, Keys-Marathon FL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Large open living area, kitchen, and dining. Sail out for the best fishing in the world. Marathon is known for its beac ...
From $812 per night (USD)VRBO
From $371 per night (USD)Expedia
Yellowtail Getaway 3 bedrooms,4 beds,3 bath,boat dock,ice maker and heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful remodeled house 3 bedrooms, 3 bath in the heart of Marathon Key. Located on a flow-through canal you will enjo ...
From $371 per night (USD)Expedia
From $657 per night (USD)VRBO
Canal Front with Dock, Private Pool, Huge Tiki Hut w/ TV, Bikes, Paddleboards!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Reel Life 2 has everything! 4 bedroom 3 bathrooms, canal front, private dock (boat up to 35'), large private pool, Tiki ...
From $657 per night (USD)VRBO
From $606 per night (USD)Expedia
In the heart of Marathon just seconds to the open waters
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BOAT DOCKAGE NOT AVAILABLE 5/1 - 12/25. This beautiful cozy house in Marathon will be your perfect house to vacation. Wi ...
From $606 per night (USD)Expedia
From $792 per night (USD)VRBO
Isabella on Paradise Place 2 bed 2 bath with Exotic Magnificent pool and Open water views 200 ft of dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vaca-22-112 Isabella on Paradise Place is a Picture-perfect location in Paradise!!! The resort Pool is Amazing! This pr ...
From $792 per night (USD)VRBO
From $974 per night (USD)Expedia
Luxury Holiday Vaca Here! Large outdoor space and dock. Lg hot tub and pool!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
NEW-“2 homes in 1”- PRIVATE-WATERFRONT HOME -only a 5 minute walk to the beach Located on a large, deep canal and is ...
From $974 per night (USD)Expedia
From $744 per night (USD)VRBO
The Lazy Lime – Spacious 5BR Retreat with Pool, Hot Tub & Open Water Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The Lazy Lime is a stunning gulf front newly updated 5 bedroom 3 bathroom single family home. Ask about adding the garde ...
From $744 per night (USD)VRBO
From $290 per night (USD)Expedia
Gulf-Front Condo, Pool & Dock | Marathon, FL
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Wake up to unobstructed Gulf views and end the day with a sunset at "Sea Forever," a spacious 2BD/2.5BA condo ...
From $290 per night (USD)Expedia
From $1629 per night (USD)VRBO
An Ocean Front Luxury Retreat for Your Dream Vacation in the FL Keys.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Las Brisas (The Breezes) features a gated entrance into a spectacular and dramatic architectural design with stun ...
From $1629 per night (USD)VRBO
From $293 per night (USD)Expedia
Wow!!! Deep Water Canal, Swimspa Pool, Kayaks, Walk to Ocean Front Tiki Bar!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This updated 3 bedroom, 2 bath home with private canal lot is located in the heart of The Florida Keys in Marathon at Mi ...
From $293 per night (USD)Expedia
From $664 per night (USD)VRBO
Beachy & Beautiful. Private, heated Pool. 1 Block to Boat Ramp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beachy and modern 3 bedroom, 2 bathroom house is both stylish and spacious. It is perfect for a family to enjoy eve ...
From $664 per night (USD)VRBO
From $408 per night (USD)Expedia
Tropical Dream Vacation with 3 bdrm/2 baths, pool & dock - On Sombrero Beach Rd!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tropical Dream Vacation is located in the heart of the Florida Keys! Only 1 hour away from the beautiful Key West, where ...
From $408 per night (USD)Expedia
From $252 per night (USD)VRBO
NEW!The Hideaway~Pool~Pickleball~Putt-Putt~Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NEW RENO! Welcome to The Keys Hideaway! 🌴🍍 The ✨ONLY✨ house in Marathon with its own private Pickleball Court and 4-H ...
From $252 per night (USD)VRBO
From $339 per night (USD)Expedia
Yellowtail Island Retreat - 3BR Keys Home w/ Pool, Dockage, Porch & Canal Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
$300 DISCOUNT FOR WEEK OF MAY 16TH, 2026 Roof is being redone (it may take up to 1 or 2 days) Welcome to Yellowtail Is ...
From $339 per night (USD)Expedia
From $234 per night (USD)VRBO
Coconut Condo 2 bed, 2 bath condo w/ pool, dockage, trailer parking & boat ramp
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2/1.5 condo in Coco Plum. The complex overlooks a wide canal with amazing views. The unit does not have water ...
From $234 per night (USD)VRBO
From $493 per night (USD)Expedia
Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Island Trader" is an oceanfront pool home with magnificent views that sleeps 6 with three bedrooms and two baths. Enjoy ...
From $493 per night (USD)Expedia
From $506 per night (USD)VRBO
WATERFRONT, VIEWS, HEATED POOL, 130 ft. OF DOCK, PRIVATE RETREAT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BOOT KEY RETREAT - OPEN WATER VIEWS - Not your typical canal house, there is plenty of privacy here. You'll be in yo ...
From $506 per night (USD)VRBO
From $808 per night (USD)Expedia
Waterfront - 5 BR, 4 BA, Pool w Tub, 80' Dock, Tiki Hut, Beach Nearby, Parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Coco Plum Paradise, ideally located in the heart of Coco Plum in Marathon. This prime waterfront retreat offe ...
From $808 per night (USD)Expedia
From $843 per night (USD)VRBO
Waterfront 4 Bed Home w/Pool – Marlin Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $843 per night (USD)VRBO
From $591 per night (USD)Expedia
Aqua Vista Oceanfront Home 3 bed 3.5 bath with pool dockage for up to a 40 ft boat 2 kayaks included
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Vaca-23-361 Aqua Vista - Your Waterfront Oasis in the Florida Keys Indulge in the ultimate Florida Keys getaway with a ...
From $591 per night (USD)Expedia
From $546 per night (USD)VRBO
Waterfront luxury Villa (21) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3-bedroom, 2.5-bath Villa blends comfort with coastal charm. Each bedroom includes its own TV, and the liv ...
From $546 per night (USD)VRBO
From $406 per night (USD)VRBO
Pickleball & Pool Vacation at Sombrero Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come and stay at our beautiful 3 bed/2ba home, with plenty of space to park your vacation water toys (boats, jetskis, et ...
From $406 per night (USD)VRBO
From $489 per night (USD)VRBO
Private pool home with dockage 3/2 near Sombrero
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully updated 3 bedroom 2 bathroom stilted home on Flamingo Isle in the beautiful Sombrero Beach area. This home w ...
From $489 per night (USD)VRBO
From $360 per night (USD)Expedia
On the beach! Large Coco Plum Beach Marathon Townhome-remodeled, bikes, kayaks,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stunning full remodel. Large1620 square foot townhouse in prime beachfront location in Coco Plum! High ceilings give it ...
From $360 per night (USD)Expedia
From $495 per night (USD)VRBO
Beach House Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
White Sands – Your Private Florida Keys Paradise You don’t come to the islands to stay in a town! Relax in our tropical ...
From $495 per night (USD)VRBO
From $526 per night (USD)Expedia
Florida Keys Resort-Style Home w/ Pool & Dock 5/3
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open liv ...
From $526 per night (USD)Expedia
From $400 per night (USD)VRBO
Canal Front Retreat with Pool + Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The MAD MAHI is a charming waterfront condo featuring one bedroom (sleeps 4), one bathroom, a full kitchen, and a privat ...
From $400 per night (USD)VRBO
From $485 per night (USD)Expedia
2 Incredible Waterfront Homes - One Low Price!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Full Duplex with two 2-bedroom, 2-bath homes both with unobstructed view of the Gulf of Mexico. This is a great property ...
From $485 per night (USD)Expedia
From $632 per night (USD)VRBO
Boater's Paradise 3 bed/2.5 bath Villa with Slip!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular PET FRIENDLY 3 bed/2.5 bath 1350 sf townhome in beautiful Coral Lagoon Resort, complete with a 40 foot wet s ...
From $632 per night (USD)VRBO
From $451 per night (USD)Expedia
Private Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unlike the others, This classic keys conch home is located on a private lot right on the ocean. The Awesome waterfron ...
From $451 per night (USD)Expedia
From $267 per night (USD)VRBO
Tiki Time! Private Pool~Tiki Hut~Kayak~Grill~Ocean View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a fami ...
From $267 per night (USD)VRBO
From $225 per night (USD)Expedia
50’ dock on Vaca Cut, deep wide unlimited dockage.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One bedroom and one 1/2 baths nicely decorated. Cute and super clean. Tile floors throughout. Kitchen fully equipped. Wi ...
From $225 per night (USD)Expedia
From $566 per night (USD)VRBO
4 Bedroom 3 Full Bath Home on Canal in Marathon w/Private 35 foot dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
4 Bedroom 3 Full Bath Home on the Canal in Marathon, a 15 minute boat ride to the ocean. Private Heated Pool. Private 35 ...
From $566 per night (USD)VRBO
From $278 per night (USD)Expedia
Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this beautiful, newly constructed vacation home in Marathon, Florida. With its modern design and a newly inst ...
From $278 per night (USD)Expedia
From $691 per night (USD)VRBO
Coco Cay House on Coco Plum with pool and dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Vaca-22-143 Luxury Waterfront Retreat with Pool, Game Room & Direct Ocean Access Sleeps 10 | Heated Pool | 30-Foot Doc ...
From $691 per night (USD)VRBO
From $446 per night (USD)Expedia
Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Marlin House (52). This stunning 3 bed, 3 bath luxury villa is located in the premier gated community of ...
From $446 per night (USD)Expedia
From $239 per night (USD)VRBO
New House Paradise Without a Pasport On Atlantic Ocean Deck Sunsets Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Brand New Home, Brand New Furniture, Sunset and Ocean Views, Outdoor communal Fire Pits, Outdoor Kitchen, Grill, Possib ...
From $239 per night (USD)VRBO
From $638 per night (USD)Expedia
New waterfront, oceanview, 3 king bedrooms, w/full baths + 1/2 bath w/pool, dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW BUILD! 3- bedrooms with king beds and full size bathrooms, and 1/2 bath for guests. Large common area living ...
From $638 per night (USD)Expedia
From $253 per night (USD)VRBO
Camp Mango | 2 bed/2 bath condo w/dockage, pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Camp Mango: 2 bed/2 bath condo w/ boat slip & community pool The Space: Camp Mango is a relaxed, ground-fl ...
From $253 per night (USD)VRBO
From $471 per night (USD)Expedia
Fish, Swim, Relax, Party - 4bd, 3ba - 75’ Dockage & Private POOL!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
DOWNSTAIRS NOW AVAILABLE! Our 4/3 Beautiful Two Story Home is in Marathon Fl. Located in the middle of the Florida Keys ...
From $471 per night (USD)Expedia
From $273 per night (USD)VRBO
The Garden Villa – Cozy 1BR Ground-Level Half Duplex with Private Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Garden Villa is a stunning 1bed/1bath unit with its own private pool. This unit has fresh paint, all new furniture a ...
From $273 per night (USD)VRBO
From $1156 per night (USD)Expedia
OCEANFRONT POOL HOUSE WITH 5 BEDROOM 3 BATH, SLEEPS 12 GUESTS.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Breathtaking sunset views from this open water home. Large dock with room for two large boats. Every night a unique su ...
From $1156 per night (USD)Expedia
From $217 per night (USD)VRBO
Stylish Anglers Retreat Poolside and Ocean U16
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Embrace the charm of the Keys in our serene escape for couples or families. Nestled just steps from a heated p ...
From $217 per night (USD)VRBO
From $573 per night (USD)Expedia
Tipsy Turtle 4 bed 3 bath with pool, kayak, canoe, paddleboards and dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Vaca-22-305 Sombrero Beach is right down the road from this beautiful and well-maintained home in the Heart of Marathon ...
From $573 per night (USD)Expedia
From $421 per night (USD)VRBO
Salty Air Retreat. 2 Bedroom 1 Bathroom Half Duplex. Dockside.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
City of Marathon Vacation Rental License# - VACA-21-478 Escape the chaos and come enjoy this fully renovated chic water ...
From $421 per night (USD)VRBO
From $476 per night (USD)Expedia
55% OFF NOW- DECEMBER 2026! EXTRA 20% OFF the reduced rate through mid October!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Come and live the KeyZ life for the week or the month! Gorgeous home just off the open water on a deep water canal gulf ...
From $476 per night (USD)Expedia
From $390 per night (USD)VRBO
FALL SEASON 55% OFF RENTAL RATE
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Private And Convenient Piece of Paradise Awaits! In This Amazing 4 bedroom/3 bathroomHome Near Sombrero Beach And Acc ...
From $390 per night (USD)VRBO
From $394 per night (USD)Expedia
Paradise Getaway Flamingo Island, Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you want to experience the true meaning of a Florida Keys Island Vacation then look no further than our spacious and ...
From $394 per night (USD)Expedia
From $1023 per night (USD)VRBO
Grand Flamingo Island Oasis - Huge Private yard/pool/tiki/bar/dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
New to the vacation rental market! Located on exclusive Flamingo Island, this retreat is sure to be the site of your fa ...
From $1023 per night (USD)VRBO
From $213 per night (USD)Expedia
R & K’s Marathon Paradise 2/2 Duplex w/35` Dock & Cabana Club Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Vaca-21-501 R & K’s Marathon Paradise 7 Day Minimum Rental Saturday to Saturday booking only Unless prior agent appro ...
From $213 per night (USD)Expedia