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Waterfront vacation rentals in Manasota Key

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Top-rated waterfront rentals in Manasota Key

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Condo in Englewood

4.91 out of 5 average rating, 66 reviews

Steps to Water! Beach to Bay, Penthouse!

Beach to Bay Penthouse! The Best of Both Worlds! 2 Bed/2 Bath, Open Floor Plan. Soaring Ceilings. Bright Windows. Freshly painted and remodeled. Heated POOL, DOCK, and BEACH ACCESS! Kitchen w/ granite. A bedroom with a porch and relaxing water view and another with its own bath. Amazing Location! Next to the new restaurant Magnolia’s on the Bay and within walking distance to other restaurants, live music, shopping and the public beach. Large screened in lanai w/ washer/dryer. 65" Big Screen TV!

Aug 23 – 30

G$37,660 GYD per night

Guesthouse in Englewood

4.93 out of 5 average rating, 235 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Aug 12 – 19

G$69,271 GYD per night

Island in Sarasota

4.97 out of 5 average rating, 303 reviews

*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Jan 21 – 28

G$131,677 GYD per night

Condo in Venice

4.87 out of 5 average rating, 141 reviews

The Studio at the Beach 56

This is a studio first floor apartment, only 50 feet from the oversize pool and approximately 300 steps to the beach! Quick bike ride or a 20 to 25 minute walk to all of downtown Venice has to offer. About the same to Sharkeys and the fishing pier. Inside you will find all you would expect from a very nicely appointed studio. Efficiency kitchen new appliances and everything you need to prepare a simple meal. Lots of pillows super comfy brand new queen bed will ensure a restful nights sleep.

Oct 11 – 18

G$26,539 GYD per night

Condo in Englewood

5.0 out of 5 average rating, 40 reviews

Sunrise Over the Bay

Watch the sunrise on Manasota Key in Englewood Florida and dolphins & birds from your balcony. PRIVATE BEACH ACCESS directly across the street! Beach chairs, & umbrella provided for your use. Find restaurants or jet ski rentals near by. This condo has 2 bedrooms, 1 bath and a kitchen. Boat slips available upon request & availability. You must arrange off site trailer parking. A community heated pool & grills are right outside your condo. It’s time for some spring and summer fun!

Sep 13 – 20

G$36,391 GYD per night

Condo in Englewood

5.0 out of 5 average rating, 20 reviews

A little slice of paradise

This 2 bedroom 1 bath renovated/updated quaint beach condo is located 80 steps from front door to the amazing Englewood Beach on Manasota Key with your private beach access. The Gulf breeze is indescribable. This could be your home away from home. We have added many personal touches for your convenience and comfort. An upscale restaurant is located directly across the street. Multiple restaurants, bars, gift/souvenir shops, and convenience store (Circle K) are within walking distance.

Aug 27 – Sep 3

G$39,252 GYD per night

Condo in Venice

4.82 out of 5 average rating, 219 reviews

Updated beachy condo - ready for you!

Conveniently located on Venice Island. This recently renovated, cozy, light an bright beachside condo has everything you need for your vacation. We have beach chairs, umbrella, towels and cooler. The efficiency unit has a full size frige, stovetop, microwave and convection oven. Comfy queen bed, Xfinity cable TV & Wifi in the condo. Park right in front of your unit, 1st floor - no stairs! Kayak rentals at the beach, bike rentals nearby. Bring your flip flops and sun tan lotion!

Dec 12 – 19

G$27,689 GYD per night

Home in Englewood

4.89 out of 5 average rating, 9 reviews

Quaint Surf Cottage on Beach

This quaint surf cottage sits right on the beach, and it has all the amenities necessary for a comfortable extended stay. Situated right on the ocean, you will fall asleep every night to the sound of the waves. Enjoy time in your screen-porch with tables and chairs or a patio with chaise lounges where you can soak up the sun and witness some of the most spectacular sunsets on the Gulf coast. The Surf Cottage generally see repeat customers who love its convenience and privacy.

Apr 26 – May 3

G$75,727 GYD per night

Home in Englewood

4.96 out of 5 average rating, 104 reviews

Waterfront Cottage by Manasota Key

A 2 bedroom 2 bathroom* waterfront house on Forked Creek in Englewood, Florida 2.5 miles away from Manasota Key. This is a 1,100 sq. ft. single family home on a natural deep water creek with a boat dock. House comes fully furnished and fully equipped. King size and queen size beds in the 2 bedrooms. Full size sofa and IKEA recliners in the "Florida Room", high speed wireless internet and cable and Netflix ready TV, towels, beach chairs, grill, etc. Air mattress is provided.

Sep 12 – 19

G$28,524 GYD per night

Condo in Englewood

4.89 out of 5 average rating, 54 reviews

Manasota Key Unit 20B across from private beach

Welcome to Peekaview 2. A Spacious young condo in the heart of Manasota Key with private beach and bay access! Kitchenette includes dishwasher, micro, refrigerator, toaster oven/coffee maker. (No stove) and Washer/dryer. Balcony with partial views of the bay! Boat docks avail. (no trailers allowed) Heated Pool (Nov-April) Walk to island restaurants and amenities (1 upscale restaurant next door!) Bright and updated throughout! Max guests 2 NO PETS: NO SMOKING: NO VAPING

Dec 21 – 28

G$34,989 GYD per night

Villa in Englewood

4.92 out of 5 average rating, 111 reviews

Magnificent Waterfront! Kayaks-Pool-Beach! gs

Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

Oct 20 – 27

G$31,649 GYD per night

Apartment in Englewood

4.92 out of 5 average rating, 125 reviews

Shoreview Beach House, Unit A

Relax at our Manasota Key beachfront getaway, while you enjoy the magnificent gulf and sunset views. This lovely triplex is GULF FRONT on a laid back stretch of beautiful Manasota Key, between Englewood Public Beach and Stump Pass. Our units have a beach cottage feel, and have beachfront views from the living areas. Enjoy your morning breakfast, while watching dolphins pass you by or a dinner watching the sunset from the patio.

Nov 1 – 8

G$39,666 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Manasota Key waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Longboat Key

4.82 out of 5 average rating, 124 reviews

Ocean Front Studio Special From $99/night

Oct 22 – 29

G$44,262 GYD per night

Apartment in Siesta Key

4.79 out of 5 average rating, 177 reviews

2/2 Beach House Apt on Siesta Key

Dec 2 – 9

G$162,611 GYD per night

Apartment in Sarasota

4.75 out of 5 average rating, 303 reviews

King bed. Pool. Daily rentals

Aug 25 – Sep 1

G$95,558 GYD per night

Apartment in Siesta Key

4.67 out of 5 average rating, 169 reviews

Siesta Key Condo. Sit by the water !

Aug 24 – 31

G$44,504 GYD per night

Apartment in Englewood

4.95 out of 5 average rating, 22 reviews

Turtle Bay 2B Condo - Sunsets over the Gulf

Dec 13 – 20

G$36,229 GYD per night

Apartment in Englewood

5.0 out of 5 average rating, 7 reviews

San Victoria Paraiso Unit B

Jun 29 – Jul 6

G$31,101 GYD per night

Apartment in Rotonda West

4.93 out of 5 average rating, 14 reviews

-NEW- Suite with canal view

Jul 16 – 23

G$27,809 GYD per night

Apartment in North Port

4.88 out of 5 average rating, 17 reviews

SeaShell Suite-Canal Front Oasis

Sep 16 – 23

G$20,516 GYD per night

Waterfront house rentals

Home in Port Charlotte

4.97 out of 5 average rating, 143 reviews

Cute cheery peaceful canal home fishing fun 3B/2B

Nov 13 – 20

G$24,644 GYD per night

Home in Bradenton

4.94 out of 5 average rating, 153 reviews

Peaceful Braden River Oasis: Cottage

Jun 15 – 22

G$22,078 GYD per night

Home in Myakka City

4.98 out of 5 average rating, 134 reviews

Charming Country Stay (Near Lakewood Ranch)

Sep 5 – 12

G$31,372 GYD per night

Home in Punta Gorda

4.96 out of 5 average rating, 204 reviews

Tropical getaway Pool and tiki bar

Aug 17 – 24

G$41,016 GYD per night

Home in Punta Gorda

4.94 out of 5 average rating, 142 reviews

Paradise in PG Isles w/gorgeous pool/spa

May 5 – 12

G$79,777 GYD per night

Home in Englewood

4.92 out of 5 average rating, 88 reviews

Walk to beach 🍍Pineapple Beach House

May 14 – 21

G$64,584 GYD per night

Home in Englewood

4.85 out of 5 average rating, 33 reviews

New Listing! Resort-like Oasis on Canal

Aug 7 – 14

G$50,942 GYD per night

Home in Englewood

5.0 out of 5 average rating, 3 reviews

The Dollhouse on Lemon Bay

Jul 19 – 26

G$36,286 GYD per night

Waterfront condo rentals

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Dec 2 – 9

G$64,209 GYD per night

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Charming Condo on the Coast!

Apr 6 – 13

G$66,022 GYD per night

Condo in Siesta Key

4.96 out of 5 average rating, 276 reviews

On the Beach; Siesta Key SunBum Studio

Apr 25 – May 2

G$95,621 GYD per night

Condo in Longboat Key

4.8 out of 5 average rating, 212 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Nov 24 – Dec 1

G$40,165 GYD per night

Condo in Siesta Key

4.96 out of 5 average rating, 105 reviews

Siesta Key Condo. Checkout our great rates!

Aug 12 – 19

G$32,619 GYD per night

Condo in Bradenton

4.95 out of 5 average rating, 129 reviews

The Seashell Cottage with peaceful water views!

Jul 5 – 12

G$34,272 GYD per night

Condo in Longboat Key

4.82 out of 5 average rating, 159 reviews

Updated Beachfront Condo at Prestigious Long Boat

Oct 30 – Nov 6

G$126,976 GYD per night

Condo in Longboat Key

4.86 out of 5 average rating, 154 reviews

The Beach Condo Unit #107 Beachfront

Jan 24 – 31

G$68,364 GYD per night

Quick stats about waterfront rentals in Manasota Key

Total rentals
140 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
4.1K reviews
Nightly prices starting at
G$16,712 GYD before taxes and fees

Destinations to explore